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Just Ask Her - Dating Advice for Single Men

Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating.Each week, they dive into listener-submitted questions about their toughest dating challenges and deliver unfiltered, constructive feedback. Submit yours here: https://forms.gle/34JLMADMcxhqdb7X7

  1. 77

    Why You Can’t Make Someone Fall in Love (And What to Do Instead) (Ep. 76)

    Struggling with mixed signals, overthinking, or wondering how to make someone fall in love with you? This episode breaks down the truth about attraction, clarity, and why your mindset is shaping your dating results more than anything else.If you’ve ever felt like you’re “losing her,” getting inconsistent signals, or stuck in patterns of rejection, this episode will help you understand what’s really going on—and what to do instead.Gracie and Tracy walk through real dating scenarios and show you how to shift from chasing outcomes to building genuine connection, confidence, and clarity.Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters: 00:00 Intro: Can you make someone fall in love?00:27 Podcast intro + dating mission03:52 Listener question: Relationship uncertainty & age gap06:01 Is she losing interest or are you overthinking?08:00 Age gaps, life stages, and external pressure10:03 The missing conversation: clarity vs chemistry11:01 Listener question: Struggling to find a relationship13:50 How to keep hope alive in dating15:27 Rejection mindset and outdated stories18:21 Faith, values, and filtering for compatibility22:47 Rapid-fire dating questions23:26 “Dating is a waste of money”—mindset breakdown25:53 Can you make a woman fall in love?27:26 Why there’s no “perfect approach”29:43 Stop chasing—start choosing31:01 The question you SHOULD be asking32:17 Outro + dating journal CTA#DatingAdvice #Confidence #RelationshipsKeywords:how to make someone fall in lovedating advice for menmixed signals in datingwhy she’s losing interestdating mindset shifthow to stop overthinking datingmodern dating strugglesconfidence in datinghow to meet women naturallydating clarity conversationrejection mindset datingrelationship advice for menhow to approach women authenticallydating self improvement tips

  2. 76

    How to Make Your Intentions Clear in Dating (Stop Missing Chances) (Ep. 75)

    If you’ve ever wondered why she chose someone else over you, this episode breaks down the real reason—and how to fix it.In this episode of Just Ask Her, Gracie and Tracy unpack common dating mistakes men make—like waiting too long, overthinking timing, and never clearly expressing interest. Through real listener submissions, they show exactly what goes wrong—and how to shift your mindset and take action with confidence.Whether you're struggling to ask someone out, confused about signals, or stuck overanalyzing every move, this episode will help you simplify your approach and stop missing opportunities.Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters:00:00 Why timing in dating matters00:31 Podcast intro + what the show is about03:15 Social media, content, and personal vs. business life06:05 Listener question: missed dating opportunity08:59 The real mistake: not making intentions clear10:19 The “why does he have her?” mindset trap12:32 Turning comparison into leverage14:02 Fear of rejection vs. taking action16:31 Should you confess interest after missing your chance?21:32 The “chooser vs. chosen” mindset22:30 Pickleball dating scenario breakdown26:03 Overthinking vs. taking action29:12 Are you actually ready to date?32:18 Keep it simple: just be honest35:22 Dating journal tool + CTA36:32 Awkward approach story (freezing up)41:53 Why your brain freezes in social situations44:07 How to recover from awkward moments52:58 Why taking the shot still matters#DatingAdvice #Confidence #ModernDatingKeywords:dating advice for menhow to ask a girl outmake intentions clear datingdating confidence tipsstop overthinking datingfear of rejection datingmodern dating advice menhow to approach womendating mindset shiftwhy she chose someone elsedating mistakes mensocial anxiety datinghow to be confident datingdating coach advicemissed dating opportunity

  3. 75

    Dating After Divorce: Confidence, Self-Trust & Starting Over (Ep.74)

    Dating after a long-term relationship can feel overwhelming—but how do you actually know when you're ready to start again? In this episode of Just Ask Her, we break down dating after divorce, confidence, and how to rebuild your identity in relationships.We respond to real listener questions about starting over after a 20+ year relationship, dating with disabilities, and navigating long-distance relationships without losing connection. If you’ve ever felt unsure, behind, or stuck in your dating life, this episode will give you a new perspective.Whether you're getting back out there or trying to build confidence from scratch, this conversation will help you approach dating with clarity, self-trust, and intention.Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters:00:00 Dating after divorce questions00:27 Podcast intro + episode setup02:55 Listener submission: 20+ year relationship & divorce06:11 “How do I know if I’m ready to date again?”07:11 Why readiness isn’t a clear signal10:46 Talking about your past without centering your ex14:39 Protecting yourself vs. building discernment17:35 Trusting yourself in dating again19:11 Dating with disabilities: listener question20:07 Worth vs. circumstances explained23:21 Best ways to meet women (beyond apps)28:30 Long-distance relationship question36:17 How to maintain connection long-distance40:30 Depth vs. frequency in communication43:01 Avoiding neediness in long-distance dating47:02 Final advice + wrap-up#DatingAdvice #DatingAfterDivorce #LongDistanceRelationshipKeywords:dating after divorce, how to know if ready to date, dating confidence for men, long distance relationship advice, how to talk about your ex, dating after long relationship, rebuilding confidence dating, dating with disabilities, modern dating advice men, how to trust yourself dating, relationship mindset tips, emotional maturity in dating, dating advice podcast, how to start dating again, long distance dating tips,

  4. 74

    Stop Overthinking After a Great First Date (Do This Instead) (Ep. 73)

    That amazing first date felt perfect—but does it actually mean anything?In this episode of Just Ask Her, we break down why long, intense first dates can create a false sense of connection, how overthinking ruins early dating stages, and what to do when you’re stuck waiting for a second date.If you’ve ever replayed a date in your head, wondered if she’s losing interest, or struggled to meet women outside of dating apps—this episode is for you.We also dive into whether you should ask for feedback after rejection, and how to actually improve your dating life without relying on apps.Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters:00:00 Why now is the best time to meet women offline00:32 Podcast intro + episode setup01:11 Submission: 7-hour first date story03:13 Planning the second date + texting concerns06:07 Why long first dates create false connection09:03 The psychology of overthinking dating11:06 Managing expectations after a great date13:03 Why spacing out dates builds attraction15:04 The texting mistake that signals insecurity17:14 Why you’re getting “friend zoned”18:30 What to do next (without chasing)23:33 Should you ask for feedback after rejection?32:57 How to improve your dating without external validation33:24 How to meet women with a busy lifestyle38:59 The “exposure effect” explained42:19 Why meeting women in real life is easier now45:16 Final advice + mindset shift#DatingAdvice #MensDating #ConfidenceKeywords:dating advice for menoverthinking first datehow to get a second datedating anxiety tipshow to meet women offlinefirst date mistakes men makewhy she stopped textingdating mindset for menemotional intelligence datingmodern dating advicedating apps alternativesattraction building tipshow to stop overthinking dating

  5. 73

    Why You’re Not Getting Dates (Even If You “Have It Together”) (Ep. 72)

    Struggling with dating even though you have your life together? This episode breaks down why being “a good guy” isn’t enough—and what actually makes you stand out.If you’ve been putting yourself out there, using apps, staying active, and still getting no results, this episode will help you understand what’s missing. We dive into how women perceive profiles, why identity matters more than checklists, and how to create real attraction both online and in person.We also cover how to handle dating multiple women without overthinking—and why trying to “do it perfectly” might be holding you back.Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters:00:00 Stop Overthinking Dating Decisions00:00 Welcome + Podcast Intro00:40 Hawaii Trip Recap & Behind the Scenes02:18 Collaborating on a Dating Podcast03:30 Sourdough, Passion & Attraction06:17 Unique Hobbies That Make You Stand Out09:58 Dating Problem: 5 Years, Zero Dates11:32 Why “Having It Together” Isn’t Enough13:19 Why Women Skip “Normal” Men16:07 How to Describe Yourself Attractively18:27 Passion vs Checklist Energy22:18 Building a Magnetic Identity26:09 Dating Dilemma: Multiple Women29:42 Scarcity Mindset in Dating34:38 How to Date Multiple Women Respectfully39:32 Stop Trying to Be Perfect in Dating43:01 Speed Round Dating Questions52:08 Listener Feedback + Outro#DatingAdvice #MensDating #confidence Keywords:dating advice for men, why am I not getting dates, how to stand out in dating, dating apps not working, how to attract women naturally, dating mindset for men, how to be more attractive to women, dating confidence tips, why women ignore men, how to get more matches, dating strategy for men, modern dating challenges, how to meet women in real life, dating identity and attraction

  6. 72

    Mixed Signals in Dating: Why It Feels Real (But Isn’t) (Ep. 71)

    Mixed signals in dating can leave you confused, frustrated, and questioning everything. In this episode of Just Ask Her, we break down why emotional intimacy doesn’t always mean romantic interest—and how to stop getting stuck in “almost relationships.”If you’ve ever felt like things were going somewhere… only for it to fall apart, this episode will help you understand what actually happened—and how to move forward with confidence.We also dive into why early intensity can be misleading, how to avoid getting attached too fast, and what healthy pacing in dating actually looks like.Time Stamps / Chapters:00:00 Future-tripping after great first dates00:41 Intro to Just Ask Her01:53 Listener story: Emotional intimacy vs friendship03:16 Confusion: Mixed signals and “platonic” label04:53 Key questions: grief, anger, and clarity05:36 Are you always being evaluated in dating?08:05 Why intimacy means different things to different people09:18 Why you must communicate intentions early11:16 Is it fair to feel “assessed”?16:34 Why anger shows up after misalignment18:48 Grieving what you thought it would be21:21 When taking space is healthy24:13 Second story: Long-distance and fast attachment28:13 Peaks vs patterns in relationships30:22 Why relationships take time to build33:49 Stop fixing inconsistency—observe it36:25 Future-tripping explained39:14 Myth: “Love finds you when you stop looking”44:41 Curiosity vs desperation in datingSelf-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8#DatingAdvice #MixedSignals #ModernDatingKeywords:mixed signals dating advice, emotional intimacy vs romantic interest, almost relationship meaning, why she pulled away suddenly, dating confusion men, how to slow down dating, attachment in early dating, long distance dating pacing, dating patterns vs chemistry, modern dating problems, how to stop chasing potential, dating mindset for men, future tripping relationships, inconsistency in dating

  7. 71

    Why Men Freeze in Dating (And How to Build Real Confidence) (Ep. 70)

    If you freeze up around women you’re attracted to, this episode of Just Ask Her breaks down why it happens and how to handle it. Gracie and Tracy share practical dating advice for men on nervous-system regulation, self-trust, first-date conversation, and building real connection without trying to be perfect.This episode is for single men who overthink, go blank in the moment, or feel intense pressure to say the “right” thing. Instead of giving you scripts to memorize, they focus on what actually helps: smaller goals, more reps, better presence, and less performance.They also unpack a complicated real-life dating scenario involving values, guilt, and emotional honesty, then close with a discussion on quality first-date topics and how to create stronger connection through better questions.Book Recommendation: Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters: 00:00 Attraction isn’t built on performance00:24 Intro: dating confidence for single men01:03 Listener question: “I freeze around women I like”02:20 Separate the facts from the story05:25 Why freezing is your brain trying to protect you08:20 Reframing nervousness and shrinking the goal12:49 Practice reps and micro-exposure in daily life15:01 Presence vs. performance in attraction18:08 Storytime: the storytelling event and public-speaking nerves23:01 Submission two: dating someone still married in memory care27:35 Values, guilt, and honest communication35:08 Instagram question: quality first-date topics39:38 The 3 C’s: compliment, connect, contrast46:12 Should politics and religion come up on a first date?Hashtags:#DatingAdviceForMen #FirstDateTips #datingconfidence Keywords:how to stop freezing up, freezing around women, dating confidence for men, first date conversation tips, what to talk about first date, how to talk to women, approaching women anxiety, nervous system in dating, self trust in dating, social anxiety dating advice, first date topics for men, attraction vs performance, dating overthinking help, authentic confidence in dating, how to stay present on a date

  8. 70

    What “Not Ready for a Relationship” Really Means (Ep. 69)

    If she says she’s “not ready for a relationship,” what does that actually mean—and what should you do next? This episode breaks down one of the most confusing dating signals men face.Gracie and Tracy unpack real listener submissions to explain why waiting, hoping, or trying to “time it right” often keeps you stuck. You’ll learn how to interpret mixed signals clearly, protect your standards, and stop over-investing in situations that aren’t aligned.This episode is for men who want clarity, confidence, and control in their dating lives—without second-guessing every interaction.Time Stamps / Chapters:00:00 Why “not ready for a relationship” isn’t what you think00:32 Intro + episode overview03:48 Listener submission: sudden change after 2 dates07:12 Is it timing or loss of attraction?09:18 Why “right person, wrong time” is misleading10:54 The danger of hope in dating14:15 Why confusion keeps you stuck15:20 Submission #2: emotional availability vs healing20:57 The truth behind “I’m not ready right now”22:12 Are you unconsciously trying to earn the relationship?24:04 Processing rejection vs holding onto hope27:01 When patience becomes self-abandonment29:45 Submission #3: dating with a disability34:59 How to communicate it confidently38:24 Final takeaways + outroSelf-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Use Coupon SMMAN20OFF when purchasing Journal for 20% off.Submission Form: https://forms.gle/e7LTvCkT1fhkFQEF8#datingadviceformen #ModernDating #relationshipadvice Keywords: not ready for a relationship meaningdating advice for menmixed signals dating meaninghow to move on from rejectionemotional availability datingright person wrong time meaningdating mindset for menself abandonment in relationshipshow to stop overthinking datingmodern dating advice for menhow to know she’s not interesteddating clarity tipsconfidence in dating menhandling rejection in dating

  9. 69

    Dating After Divorce, Trusting Someone With a Past & Approaching Women IRL (Ep. 68)

    Dating after divorce, trust after infidelity, and how to approach women in real life without being creepy—this episode of Just Ask Her tackles three of the biggest dating questions men are asking right now.Gracie and Tracy respond to real listener submissions about reconnecting with a high school crush after separation, dating someone with a sexual history that feels hard to accept, and figuring out how to gauge a woman’s age respectfully in person. The conversation is honest, practical, and grounded in emotional maturity, self-trust, and intentional dating.If you're a single man trying to date with confidence, navigate modern relationships, and stop overthinking every interaction, this episode will help you slow down, think clearly, and make stronger decisions.Self-Made Man Dating Journal: https://www.amazon.com/dp/B0F9B7M5B3?th=1Dating Dilemma Submission form: https://forms.gle/e7LTvCkT1fhkFQEF8Time Stamps / Chapters: 00:00 Opening insight: why people go back to what feels familiar00:26 Welcome back to Just Ask Her04:01 Listener 1: Reconnecting with an old high school crush after separation05:59 Is this real connection or just comfort after a breakup?09:06 Dating with kids 50% of the time12:13 Are you choosing her—or just wanting to be chosen?15:55 Quick rating and sharing reminder16:12 Listener 2: Dating someone with a sexual past and infidelity history19:19 Facts vs. the story your brain is telling23:21 Can you date who she is now without punishing her for her past?29:16 Listener follow-up and community shoutout30:34 Self-Made Man Dating Journal announcement32:01 Listener 3: How to ask a woman’s age without being creepy44:17 Closing thoughtsHashtags:#DatingAdviceForMen #DatingAfterDivorce #RelationshipAdviceKeywords:dating after divorcedating after separationreconnecting with an old crushdating with kidssingle dad dating advicetrust after cheatingdating someone with a pastrelationship anxiety in menself confidence in datingemotional maturity in relationshipshow to ask a woman her ageapproaching women in real lifedating advice for menmodern dating for single menpost-divorce dating advice

  10. 68

    Dating Anxiety, Rejection & Texting: How to Stop Spiraling and Stay Confident (Ep. 67)

    Dating anxiety, rejection, and texting after a first date can feel brutal—but this episode reframes the whole process through one core idea: life is 50/50 (wanted feelings and unwanted feelings).In Episode 67 of Just Ask Her, Gracie and her mom/co-host (certified life coach Tracy) answer three listener submissions—from age preferences and family timelines, to repeated first-date rejection, to anxious spiraling between texts. You’ll learn how to separate facts from sabotaging thoughts, communicate intentions early, and stop making dating outcomes mean something about your worth.If you’re dating with the goal of a real relationship (and you’re tired of the emotional rollercoaster), this episode will help you build steadier confidence—without shutting down your feelings.Time Stamps / Chapters:00:00 Pain vs suffering: life is 50/5000:25 Welcome + episode setup (Episode 67)02:34 Submission 1: Paul (35) wants kids later—age range dilemma03:54 Biological clock vs staying open-minded06:24 Facts vs sabotaging thoughts: “what else could be true?”11:00 Average age of first-time mothers rising (Ireland/Europe mention)14:04 Filtering for alignment vs filtering for control21:07 Submission 2: Kurt (40), divorced + sober, burned out by dating24:17 Why rejection feels so painful (and how thoughts amplify it)28:34 Rejection activates pain pathways + worthiness reframes41:31 “What if nothing has gone wrong?” + early dating dissolves47:14 Self-made man dating journal promo (Amazon link mentioned)48:05 Submission 3: texting anxiety after an incredible first date56:23 Texting: connection vs outsourcing emotional regulation01:02:27 Distress tolerance + “become someone who doesn’t panic”01:07:17 Wrap-up + how to submit your question#DatingAdvice #DatingAnxiety #RelationshipsKeywords:​​dating anxiety helpstop spiraling in datingtexting after first datehow much to text early datingtaking rejection personallydating rejection mindsetemotional regulation datingdistress tolerance datinganxious attachment textingdating over 30 advicedating over 40 advicedating with confidence menage preferences in datingfamily timeline datingalignment vs control dating

  11. 67

    Dating While Divorcing: Liminal States, Integrity, and What to Do Next (Ep. 66)

    The most attractive energy in dating isn’t just decisiveness—it’s decisiveness paired with emotional groundedness. In this episode of Just Ask Her, Gracie and her mom/co-host and certified life coach Tracy answer real listener submissions about messy middle seasons, communication expectations, and how to protect your self-respect without making impulsive choices.If you’re navigating dating during separation/divorce, dating a recently single parent, or wondering what a canceled first date really means, this conversation will help you think clearly, set better boundaries, and choose integrity over anxiety.You’ll also hear a quick update on an upcoming charity trip initiative (single men + single women) and a new resource created for men who want to improve their dating lives.Time Stamps / Chapters:00:00 Most attractive dating energy: decisiveness + emotional groundedness00:25 Welcome to Just Ask Her + meet Gracie & Tracy00:46 Girls trip to Kaua’i + what they’re excited for02:18 Content collab + charity trips concept (20 women / 20 men)03:50 2026 goal: giving back while helping men build confidence05:02 Next trip timing (mid-April) + how it works (4 trips/year)06:12 Fundraising requirement: $3,000 + what it covers07:50 Quick request: rate/review the podcast08:11 Submission #1 (Mark): married, living together, feelings for someone else11:59 “Liminal states” + why emotions/idealization intensify15:19 Gracie: make a decision (it doesn’t have to be black/white)19:23 Tracy: refuse to make a new bond “rescue” you—finish with integrity25:01 Self-made Man Dating Journal launch (Amazon)26:21 Submission #2 (Byron): dating a recently single mom + pacing/consistency32:30 “Capacity matching” + deciding if her reality fits your life34:20 Resentment warning + how to choose patience consciously35:39 Have the honest conversation (pause vs. proceed)37:40 Submission #3 (Anonymous): canceled first date + unmatching too fast?40:35 Protecting self-respect vs. avoiding rejection44:27 A simple reschedule line that isn’t needy45:51 Closing: decisiveness + emotional groundedness (call-back)Mexico Build Trip: https://adventures.taylorlove.coKeywords:dating while divorcingdating during separationliminal state psychologyemotional affair boundariesintegrity during divorcenervous system and datingdating a single mom pacingdating single parents expectationscapacity matching in relationshipsresentment in early datingcanceled first date adviceunmatching on dating appshinge canceled datetexting expectations early datingemotional groundedness in dating

  12. 66

    Dating Confidence Under Uncertainty: Rejection, Long Distance, and Apps (Ep. 65)

    Using AI (like ChatGPT) for dating texts can help—or it can quietly destroy your confidence if you rely on it the wrong way. In this episode of Just Ask Her, Gracie and Tracy break down where the line is, how to keep your messages authentic, and how to handle uncertainty in dating without spiraling.You’ll also hear coaching on three real listener situations: confessing feelings to a longtime friend, navigating long-distance sparks after a great date, and what to do when dating apps aren’t delivering results—especially when clarity and directness matter.If you’re dating right now and want more confidence, better communication, and less anxiety, this one will hit.Time Stamps / Chapters:00:00 Stay curious when your “primitive brain” spirals00:29 Welcome back + intro (Gracie & Tracy)01:15 AI certification in coaching + ethics discussion03:02 Should guys use ChatGPT to write texts and messages?06:33 “Gracie 2.0” as a learning tool (and the danger of relying on it)10:59 Submission 1: Zach confesses feelings to a friend—now what?15:43 Stop “arguing with reality” + pride and disappointment can coexist20:11 Closure + respecting her response26:45 Submission 2: Martin’s long-distance sparks after Australia trip32:07 Don’t future-trip after a great first date37:14 Don’t use constant contact to soothe uncertainty41:35 Submission 3: Hayden (autism spectrum) + apps + isolation + next steps48:27 Dating apps are a broken environment for clarity + low accountability01:01:31 Redirect spirals into curiosity + episode wrap (“Episode 65”)Hashtags:#DatingAdvice #TextingTips #OnlineDatingKeywords:chatgpt dating textsai dating messagesusing ai to text womendating confidence for menhow to handle rejectionpride and disappointment coexisthow to get closure datinglong distance dating advicestop overthinking datingdating apps not workingmeet women in real lifetexting kills connectiontolerate uncertainty datingdating profile bio chatgpthealthy dating mindset

  13. 65

    You’re Not Being Rejected. You’re Rejecting Yourself (Ep. 64)

    If you keep getting friend-zoned, ghosted, or rejected, your dating mindset may be the real problem—not your looks, age, or personality. In this episode of Just Ask Her, host Gracie and co-host/certified life coach Tracy break down three real submissions to help you date with more confidence, clarity, and emotional control.You’ll learn how to approach first dates without future-tripping, how people-pleasing can quietly kill attraction, and how to think about boundaries without trying to control someone else. This is especially for men who feel like dating is exhausting, discouraging, or “easy for everyone else.”Book Recommendation: Self-Made Man Dating Journal -  https://www.amazon.com/dp/B0F9B7M5B3?th=1Podcast link: https://forms.gle/hn7qN1Rj1P8RCvR6ATime Stamp / Chapters: 00:00 Intro: How you talk about your dating life matters00:33 Welcome to Just Ask Her + meet Tracy00:54 Noodle’s vaccine reaction + emergency vet story03:53 Tracy joins the Lions Club + why volunteering expands your circle08:33 Community impact example: discreet weekend food backpacks15:13 Quick call to action: rate/review + share the podcast16:04 Submission #1: Great Hinge coffee date… then “no connection”17:16 Why you should cap first dates + avoid “false reality”20:05 Drop expectations: stop future-tripping after Date 125:17 Submission #2: “Lovely guy” but friend-zoned/ghosted at 4029:19 Mindset spiral + self-rejection + labeling31:06 People-pleasing causes friend-zone + become the chooser37:00 “Cool beans” and the ick: how you show up matters38:30 Self-Made Man Dating Journal promo40:05 Submission #3: Coffee shop number, LinkedIn… then boyfriend on IG42:18 Friendly vs flirty + why LinkedIn changes the read44:28 Add clarity: “over drinks/dinner” or ask if she’s single50:28 Boundaries: what they are (your actions), not rules for her59:16 Respond vs react + how to get clarity with integrity01:01:50 Wrap-up: Episode 64 close#DatingAdvice #DatingForMen #RelationshipBoundariesKeywords:dating mindset for menhow to stop getting friend zonedpeople pleasing in datingwhy first dates don’t lead to second datesdating without expectationshinge first date advicehow to ask a woman out clearlyfriendliness vs flirting signsrelationship boundaries explainedboundaries are not ruleshow to stop seeking approvalconfidence in dating for menhow to handle dating rejectionstop future tripping datinghow to lead on dates

  14. 64

    Rejection Is Data: How to Date with Confidence Instead of Fear (Ep. 63)

    If you’re dating and keep thinking “something’s missing,” this episode reframes the whole game—rejection as data, not failure, and curiosity as the healthiest starting point before real connection forms.Host Gracie and her mom/co-host Tracy (certified life coach) break down three listener submissions and show how to stay grounded: stop spiraling after “no,” stop chasing fireworks, and learn how to ask for clarity without wrecking your confidence (or your friend group dynamic).This one is for men who want to date with more self-respect, less anxiety, and a mindset that actually helps you move forward—especially around Valentine’s week, when emotions can run high.Time Stamps / Chapters00:00 Intro: Managing your mind as the key to enjoyable dating00:26 Welcome to Just Ask Her + episode setup (Valentine’s week)00:48 Valentine’s Day as intentional love (not just romance)03:09 Listener comment: “When is the good data coming in?”04:56 “Rejection is data”: neutral info you can use06:46 “Fail forward”: why dating needs reps and missed swings08:15 Perfectionism trap + sports stats analogy10:12 Dating = baseball: adjustments after every “miss”12:18 Community shout-outs + missed episode note13:36 Q1 (Hunter): excitement is gone—is this normal?15:21 Gracie: mind management changed everything18:41 Curiosity before attachment (healthy early-stage emotion)20:13 Women + attraction building over time22:11 “Comfortable, interesting, easy” vs “electric” early on24:24 Feelings vs decisions: dating to choose, not be chosen26:19 Q2 (John): how long to wait to avoid being a rebound?27:57 Rebounds aren’t defined by time—focus on readiness31:35 Integrity + clarity: how to bring it up respectfully34:09 Self-made Man Dating Journal announcement35:24 Q3 (Student in Austria): mixed signals + group dynamic fear39:17 Signs to consider: initiation, group-only hangouts40:24 “Just ask her”: clarity beats speculation46:57 Trust yourself to handle the outcome—rejection as Intel48:01 Wrap-up + share the episodeKeywords:rejection is datahow to handle dating rejectiondating mindset for menstop spiraling after rejectionfail forward datingdating without butterfliesno spark on first datecuriosity in early datingattraction builds over timehow to avoid being a reboundhow long to wait to ask her outdating someone newly singlemixed signals in datingcrush in friend grouphow to ask for clarity in datingHashtags:#datingadvice #confidence #relationships

  15. 63

    You’re Not Behind, You’re Learning How to Date (Ep. 62)

    Dating confidence starts before the date, when you stop performing to be chosen and start showing up as the chooser. In Episode 62 of Just Ask Her, Gracie and certified life coach Tracy respond to three listener submissions on transactional relationships, dating after separation, and building real first-date chemistry.If you’ve ever felt “behind,” struggled with rejection, or keep hearing “it’s not you, it’s me,” this episode gives you practical mindset shifts and grounded reminders that real connection is built, not bought, and emotional resilience is something you grow through experience.You’ll also hear how to stop relying on “safe” but stagnant connection, how to handle the grief of dating endings (even early on), and how to create a stronger emotional experience on dates without becoming performative.In this episode:Why transactional connection can reduce real-world dating initiativeThe difference between kindness and lack of boundariesA neuroscience-based reframe for why early rejection hurts so muchHow to build emotional resilience through dating experiencesWhy first-date “fit” isn’t enough—chemistry is physiologicalHow playful contrast (used sparingly) can create romantic tensionThe “chooser mindset” exercise that changes your energy on datesThe 5-minute pre-date reset to avoid “please choose me” modeTime Stamps / Chapters00:00 Pre-date mindset: stop performing, start choosing00:41 Welcome to Just Ask Her + “dating with confidence” mission01:00 Minneapolis deep-freeze + “economic ice out” context04:48 Submission 1 (Ralph): paid companionship/OnlyFans + feeling “behind”09:11 Why transactional connection blocks real relationships14:14 Protective narratives, dopamine spikes, and the post-date “crash”22:05 Practical plan: pause the exclusive online tie + 90-day app commitment25:01 Submission 2 (Chris): 65, post-separation, rejection grief + resilience31:02 “You’re grieving the possibility”—why it hurts after 3 in-person dates37:03 “Is it too late?” + uncertainty is part of dating (not a problem)39:53 Self-Made Man Dating Journal announcement (Amazon link in show notes)41:12 Submission 3 (Drew): first dates → “it’s not you, it’s me” texts46:21 Chemistry = felt experience + playful contrast (don’t overdo it)55:11 The chooser exercise + 5-minute pre-date reset01:00:15 Wrap: Episode 62 closingHashtags:#DatingAdvice #DatingConfidence #EmotionalResilienceKeywords:dating with confidencechooser mindset datingstop people pleasing on datesemotional resilience in datinghandling dating rejectiondating after divorce at 65dating after separationgrieving the possibility datingtransactional relationships datingfirst date chemistry tipshow to get a second dateplayful banter on a dateboundaries in datingmindset before a date

  16. 62

    She Doesn’t Want Marriage After 14 Years—Now What? (Ep. 61)

    If you’re stuck in mixed signals, waiting to be “reconsidered,” or navigating a relationship where marriage and long-term goals don’t match, this episode breaks down what to do next,without chasing, arguing, or negotiating your needs away.In Episode 61 of Just Ask Her, the hosts respond to three submissions: a confusing “pheromones” rejection, an 8-year relationship where ambition and lifestyle expectations diverged, and a 14-year partnership where one person wants marriage and closeness while theother doesn’t.This is for anyone who wants clarity, stronger boundaries, and a reality-based way to decide whether to stay, especially when love is present but alignment isn’t.Time Stamps:  00:00 — If nothing changes: the question you have to answer00:31 — Episode 61 begins + submission from Steven01:03 — “Pheromones didn’t agree”: rejection + confusion02:39 — Why people rarely give the real reason04:44 — “I’m not interested” is the only sentence you need06:10 — Attraction isn’t a debate + closure is self-made09:13 — Submission from Jay: 8-year relationship + proposal plans12:18 — Living like roommates: provider mindset vs connection15:20 — Love vs misalignment: wanting to co-create a life20:12 — Resentment, pressure, and the breakup dynamics22:08 — Stop pausing your life; release the fantasy future23:13 — Self-Made Man Dating Journal promo (Amazon)24:32 — Submission from Paul: 14 years together, no marriage26:18 — Facts vs story: loneliness + competing for attention30:07 — Is there a compromise that both people choose?  Keywords:mixed signals after rejectionshe said not interestedpheromones dating excuseattraction is not a debateclosure after breakuprelationship misalignment goalslove isn’t enough relationshipone partner wants marriageshe doesn’t want to get marriedloneliness in a relationshiplong term relationship adviceresentment kills intimacyhow to stop waiting for an exdating boundaries for menself trust in relationshipsHashtags:  #relationshipadvice#datingadvice#relationships#boundaries#selftrust

  17. 61

    Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best Friend

    Episode 60: Should You Take Her Back? Plus Confessing Feelings to Your Best FriendWelcome back! After a brief hiatus to upgrade our studio setup, Gracie and Tracy are back with real talk on navigating tricky dating situations.In This Episode:Question 1: Should I Give Her Another Chance?Rick shares his story about a woman who ghosted him after two months of dating, only to reach out months later with an apology. Should he take her back? We discuss:How to separate facts from fear-based interpretationsThe difference between compassion and accommodating bad behaviorWhat to watch for if you decide to give someone a second chanceWhy confidence comes from trusting yourself in uncertainty, not predicting outcomesQuestion 2: How Do I Tell My Best Friend I Have Feelings?Dan writes in about having romantic feelings for his lifelong best friend (who also happens to be his boss's daughter). We cover:Why the real fear isn't "weirding her out"—it's facing potential rejectionHow 68% of relationships actually start as friendshipsThe difference between a dramatic "confession" and a mature conversationHow to handle the situation professionally regardless of the outcomeQuestion 3: Why Should Men Listen to Women's Dating Advice?An anonymous listener challenges why women should give dating advice to men. We address:The difference between facts and the stories our brains tell usHow contempt and defensiveness make you undateableWhy expertise comes from observing what creates results, not genderThe importance of filtering the information you consume onlineKey Takeaways:You're not here to be chosen—you're the chooserConfidence is earned by doing hard things and surviving any outcomeThe risk isn't rejection; it's self-abandonmentYour job is to become a man you trust, then learn to choose wellResources Mentioned:The Self-Made Man Dating Journal - available on AmazonConnect With Us:Rate us on Spotify or Apple PodcastsShare this episode with friends who need to hear itNext Episode: More real dating questions, more honest answers. See you next week!

  18. 60

    Laid Off and Dating: What to Say (and What NOT to Put on Your Profile)

    Chemistry and availability aren’t the same thing—and that’s a key reason dating can feel confusing. In this episode of Just Ask Her, Gracie and her mom/co-host (certified life coach) Tracy answer three real submissions about mixed signals at work, dating after a layoff, and why first dates from apps often get canceled last-minute.If you’re dating with intention and you keep wondering “What did I do wrong?”, this episode helps you separate the facts from the story your brain is trying to write—so you can move forward with more confidence and less overthinking.You’ll hear practical scripts and mindset shifts for navigating modern dating dynamics (especially on the apps), plus how to protect your time and self-respect while still staying open to connection.In this episode:Why “chemistry” doesn’t equal “availability” (and how faith/values can change outcomes)Friendly vs. flirty in work settings—and how to get clarity without spiralingShould you mention unemployment on your dating profile? (Spoiler: no)How to talk about a recent layoff on a first date with confidenceWhy app dates get canceled so often—and how not to take it personallyThe better response when someone cancels (so you don’t carry the whole reschedule)Why comparison is wrecking your confidence (and what to do instead)Time Stamps / Chapters:00:00 — Welcome to 2026 + new studio setup00:02:21 — Submission #1: Mixed signals at work + mini golf invite “180”00:05:56 — Friendly vs. flirty: how to get clarity (especially at work)00:10:42 — Faith/values + “two truths can coexist”00:13:02 — Lesson: you can do everything right and still not control outcomes00:15:44 — Submission #2: Laid off—how it affects dating + your profile00:19:06 — Why you shouldn’t disclose unemployment on apps (and what to say instead)00:24:11 — Mind drama, shame, overexplaining: what actually hurts your dating life00:28:49 — Submission #3: Dates keep canceling + confidence crash from comparison00:32:05 — App reality: most matches don’t meet + lots of day-of cancellations00:37:49 — What to text when she cancels (and why “pick a new time” backfires)00:45:00 — Stop over-texting before the date: save conversation for in-person00:47:32 — Episode wrap: Episode 59 + what’s nextKeywords:chemistry vs availability datingfriendly vs flirty at workmixed signals workplace crushhow to ask her out clearlydating after being laid offunemployed and dating adviceshould I mention unemployment dating profilewhat to say when she cancels datedating app dates cancelled last minutewhy dating apps ghosting happensstop over texting before first dateconfidence after rejection datingdating apps decision fatiguehow to reschedule a date textmodern dating advice for menHashtags:#DatingAdvice #OnlineDating #Confidence

  19. 59

    Dating Mindset Shifts, Spotify Wrapped Wins, and Real Listener Advice (Ep. 58)

    Are you ready to take control of your dating life and attract the women you want? In Episode 58 of the "Just Ask Her" podcast, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt celebrate a year of growth, share their impressive Spotify Wrapped stats, and answer real listener questions about dating challenges, mindset shifts, and self-confidence.In this episode:The Just Ask Her podcast’s first full year recap and top Spotify Wrapped achievements (Top 5% of videos, most shared show, and more!)Meet Noodle, the adorable new dachshund puppy joining the showListener submissions: Navigating dating with neurodivergence, overcoming “bad luck” in relationships, and embracing singlehood with confidenceMindset advice for men who feel stuck or defeated in datingThe importance of self-awareness, communication, and taking the lead in your dating journeyAnnouncing the launch of the Self-Made Man Dating Journal—designed to help single men track, reflect, and improve their dating experiencesExciting updates for 2026, including a new production team and upgraded video setupWhether you’re struggling with dating setbacks, wondering how to be the “chooser” in your love life, or just want to hear real, no-nonsense advice from women who get it, this episode is packed with actionable tips and inspiration.Resources mentioned:Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieDon’t forget to rate, review, and share the show on Spotify or Apple Podcasts to help more listeners find us!

  20. 58

    Why You’re Alone on Christmas (And How to Change It) Ep.57

    Feeling alone this Christmas Eve? You’re not the only one. In this special holiday episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt get real about why so many men find themselves single during the holidays—and what you can do to make sure next year is different.We’re not here as coaches or experts, but as your family—your older or younger sister, your mom—ready to tell you the truth you need to hear. We’ll talk about the real reasons you’re stuck in your dating life, the stories you tell yourself that keep you from moving forward, and the steps you can take to break the cycle of loneliness.Key topics include:Why comparing yourself to others on social media is sabotaging your happinessThe truth about texting your ex (and why it never helps)How to get unstuck and start attracting the relationship you wantThe three steps to change: Decide, Get Clarity, and Do the WorkPractical advice for building confidence, meeting new people, and becoming someone you’re proud ofA 90-day challenge to transform your dating lifeYou’re not broken, and you’re not alone. Tune in for honest, no-BS advice, encouragement, and a promise: next Christmas can be different—if you decide to do the work.Subscribe for weekly episodes with actionable tips, real talk, and the support you need to change your dating life for good.Merry Christmas from Gracie, & Tracy

  21. 57

    Unlocking Dating Clarity: Real Advice for Men, Navigating Mixed Signals, and First Date Success (Ep. 56)

    Welcome back to Just Ask Her, the no-nonsense dating advice podcast for men who want real answers from a woman’s perspective! In Episode 56, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest dating dilemmas, from decoding mixed signals to making the most of first dates.In this episode:How to tell if she’s interested or just being friendlyThe power of direct communication: Why “just ask her” is the best strategyNavigating texting habits, physical touch, and gift-giving in modern datingCoping with rejection and building confidence after lossReal listener submissions: Rekindled friendships, workplace crushes, and moving on after heartbreakThe best first date ideas for online matches and in-person connectionsAre singles events and speed dating worth it? Pros, cons, and creative alternativesSpecial announcement: The Self-Made Man Dating Journal is now available on Amazon—track your progress and level up your dating life!Plus: Rapid-fire Q&A, reality TV talk, and why being the chooser (not just the chosen) is the key to dating success.Resources & Links:Grab your copy of the Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends. Your support helps more men find real, actionable dating advice!Tune in next week for a special holiday episode!

  22. 56

    Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving On (Ep. 55)

    Show NotesEpisode 55: Why She Didn’t Text Back: Real Talk on Dating Apps, Instagram DMs, and Moving OnWelcome back to Just Ask Her—the no-nonsense dating advice podcast for men, hosted by dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt. In this episode, Gracie and Tracy tackle three listener submissions that highlight the most common struggles men face in modern dating: ghosting, mixed signals, and the frustration of online dating.In this episode:Submission 1: A listener wonders if an ex’s Instagram like means she wants to reconnect, and Gracie and Tracy break down why social media signals are rarely what they seem—and how to move forward with confidence.Submission 2: Tyler asks why women don’t respond to his Instagram DMs, despite his best efforts and a strong profile. The hosts explain the hidden variables of online messaging, why your worth isn’t tied to replies, and the “Rule of 100” for building dating resilience.Submission 3: Dan shares his story of heartbreak after divorce and struggles to find connection on dating apps. Gracie and Tracy offer advice on reframing rejection, increasing your “reps” in dating, and why your past doesn’t define your future.Plus:The launch of the Self-Made Man Dating Journal—designed to help single men track their dating progress, reflect, and grow.Why mindset is the most important factor in dating success.How to separate facts from stories when facing rejection.The importance of volume and persistence in online dating.Key Takeaways:Don’t read too much into social media interactions—focus on real communication and alignment.Your value isn’t determined by how many replies you get; it’s about choosing yourself first.Dating is a numbers game—get more reps before drawing conclusions.Healing from heartbreak is a journey, and every experience is a step toward the right relationship.Resources Mentioned:Self-Made Man Dating Journal on Amazon Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! New episodes every Wednesday.

  23. 55

    Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)

    Should You Approach Her When She's Alone? Ghosting, Rejection & Building Real Confidence (Ep. 54)Show Notes:Listener submissions spark honest conversations about:The right (and wrong) ways to approach women in different contextsHow to handle mixed signals and trust your instincts after being hurtWhy ghosting and rejection don’t define your worthThe hidden pitfalls of dating apps and how to reframe “rejection”Building confidence and self-awareness for better connectionsPlus, Gracie and Tracy share personal stories, Thanksgiving chaos, and announce the launch of the Self-Made Man Dating Journal—designed to help you track, reflect, and level up your dating life.Don’t miss the practical advice, mindset shifts, and real talk that will help you date with more confidence and clarity.Listener questions featured from: James, Kyle, Jake, and Miguel.Resources mentioned:Self-Made Man Dating Journal (available now on Amazon Follow Gracie on Instagram & TikTok: @datingwithgracieNew episodes every Wednesday!You’ll learn:When (and how) to approach women respectfully—alone or in groupsWhy ghosting and rejection aren’t reflections of your worthHow to trust your instincts and set healthy boundariesThe truth about dating apps and self-sabotaging beliefsActionable tips for self-awareness and authentic connectionPlus, hear about the new Self-Made Man Dating Journal, designed to help you track your progress and break old patterns.Tune in for honest advice, relatable stories, and the mindset shifts you need to succeed in modern dating.Subscribe for new episodes every Wednesday, and follow Gracie on Instagram & TikTok @datingwithgracie.Grab your copy of the Self-Made Man Dating Journal on Amazon

  24. 54

    Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-Trust (Ep. 53)

    Episode Description:Gratitude, Growth, and Real Talk: Navigating Dating Challenges & Self-TrustIn this special Thanksgiving and birthday episode, Gracie and Tracy reflect on the power of gratitude, embracing new chapters, and the lessons learned at 25. They answer listener questions about moving on after betrayal, dating after divorce, and how to handle fast-paced connections in the digital age. Plus, they introduce the Self-Made Man Dating Journal—designed to help you track your progress and date with intention.Feeling stuck in your dating life or struggling to move on after heartbreak? In this episode, Gracie and Tracy get real about gratitude, personal growth, and the messy realities of modern dating. They answer listener questions about letting go of toxic relationships, dating after divorce, and how to communicate your needs and boundaries. Whether you're navigating new connections or healing from the past, you'll find practical advice and encouragement to help you trust yourself and date with intention. Plus, discover the new Self-Made Man Dating Journal—your guide to tracking progress and building better relationships. Listen now for a dose of honesty, hope, and inspiration!

  25. 53

    One Year of No-BS Dating Advice: Real Women, Real Answers – Anniversary Special (Ep. 52)

    Welcome to the anniversary episode of Just Ask Her! Gracie and Tracy celebrate a full year of empowering single men with honest, actionable dating advice. In this special episode, they reflect on the journey so far, the growth of their community, and the impact the show has had on listeners around the world.To mark the occasion, Gracie and Tracy take your most-asked dating questions out of the studio and into the real world—specifically, the Mall of America! Hear candid, unfiltered answers from women of all ages and backgrounds as they share what really matters in dating, what green and red flags they look for, and their best advice for men looking to improve their love lives.Highlights:The story behind the podcast’s evolution and its first anniversaryWhy men’s vulnerability and willingness to seek advice is so powerfulThe importance of mindset and community in dating successOn-the-street interviews with women answering your top dating questions:Most attractive qualities in a manApproaching women: what works and what doesn’tDating apps vs. real life vs. mutual friendsHeight, self-improvement, and who should pay for the first dateBiggest red and green flagsThe best advice for single menReflections on the value of honest conversations and the supportive Just Ask Her communityResources: Self-Made Man Dating Journal – Available on Amazon ⁠⁠Submit your questions for future episodes via the show’s submission form⁠ Dating Differently Application Thank you for being part of our journey! If you’ve found value in the show, the best anniversary gift you can give is to share this episode with someone who needs it and leave us a review. Here’s to many more years of real talk and real results!It’s our one-year anniversary! To celebrate, Gracie and Tracy take your most-asked dating questions to the Mall of America, getting honest answers from real women. Tune in for fresh perspectives, heartfelt reflections, and practical advice that will help you date with confidence. Don’t miss this special episode packed with insights, laughs, and gratitude for our amazing community. Share, review, and keep your questions coming—because no matter where you are, you can always Just Ask Her.

  26. 52

    Breaking Patterns & Building Self-Trust in Dating (Ep. 51)

    Episode 51: Breaking Patterns & Building Self-Trust in DatingDescription:In this episode of "Just Ask Her," Gracie and Tracy dive into three listener submissions that highlight the real challenges men face in modern dating. From navigating attachment styles and dating app fatigue to finding emotionally available partners and breaking free from self-sabotaging patterns, this episode is packed with actionable advice and heartfelt coaching. Plus, Gracie announces the launch of the Self-Made Man Dating Journal, designed to help single men reflect, grow, and date with intention.Show Notes:Intro & Halloween BanterGracie and Tracy kick off the episode with some lighthearted Halloween talk, sharing personal stories and family traditions.Submission 1: Sal’s StorySal, a father of four and firefighter, shares his journey from anxious to secure attachment style.Struggles with dating app fatigue and finding emotionally available women.Gracie and Tracy discuss the pitfalls of over-labeling attachment styles, the scarcity mindset, and the importance of real-life connections.Advice: Leverage your strengths in real-world environments, seek shared purpose, and remember that every "failed" connection brings you closer to alignment.Submission 2: Kyle’s QuestionKyle wonders why it seems women don’t have hobbies and how to meet like-minded singles.Discussion on generational trends, burnout, and the importance of reframing blanket statements.Tips: Switch up your social activities, challenge self-sabotaging beliefs, and remember that the right partner will appreciate your diverse interests.Submission 3: Greg’s PatternGreg, an Australian Air Force sergeant, describes a recurring pattern of women pulling away.Gracie and Tracy explore confirmation bias, self-trust, and the importance of detaching from painful narratives.Practical steps: Name the pattern neutrally, detach from identity, decide what you’ll do differently, and let people reveal themselves over time.Resource Mentioned:Self-Made Man Dating Journal – Now available on Amazon! Designed to help single men track dates, reflect, and grow. Limited first run—grab yours before they’re gone.Listener Call to Action:If you enjoy the show, please rate and review on Spotify or Apple Podcasts, and share with friends!Submit your questions for future episodes.Self-Made Man Dating Journal – Available on Amazon ⁠⁠Submit your questions for the anniversary episode via the show’s submission form⁠ Connect with Gracie:Instagram & TikTok: @datingwithgracieNew episodes every Wednesday!

  27. 51

    Real Dating Questions Answered – Confidence, Signals & Starting Over (Ep. 50)

    Episode 50: Real Dating Questions Answered – Confidence, Signals & Starting OverDescription:In this milestone 50th episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about modern dating. From overcoming shyness and reading signals to building confidence and starting over after a long relationship, Gracie and Tracy deliver no-nonsense advice straight from a woman’s perspective. Plus, they announce the launch of the Self-Made Man Dating Journal and tease a special anniversary episode coming soon!Whether you’re struggling to approach someone new, wondering how to get noticed, or navigating the dating scene after years away, this episode is packed with practical tips, research-backed insights, and encouragement to help you take control of your dating life.Show Notes:00:00 – Welcome & Introduction01:30 – Listener Submission #1: Should I ask out the Home Depot girl?05:00 – How to read signals vs. friendly behavior08:30 – Building confidence and taking action despite shyness12:00 – The truth about rejection and courage in dating15:00 – Launch Announcement: Self-Made Man Dating Journal18:00 – Listener Submission #2: Why don’t women notice me?22:00 – The science of attraction and nonverbal cues25:00 – How to shift from seeking validation to radiating confidence29:00 – Listener Submission #3: Dating after a 30-year relationship33:00 – Navigating small communities and changing your identity37:00 – Advice for starting over and expanding your social circles41:00 – Anniversary Episode Teaser: “Man on the Street” Q&A44:00 – How to submit your questions for the special episode46:00 – Final thoughts & where to find Gracie onlineResources Mentioned:Self-Made Man Dating Journal – Available on Amazon Submit your questions for the anniversary episode via the show’s submission form Follow Gracie on Instagram & TikTok: @datingwithgracieIf you enjoyed this episode, please rate and review Just Ask Her on Spotify or Apple Podcasts, and share it with your friends!

  28. 50

    Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man Advice (Ep. 49)

    Episode 49: Ghosted, Blocked, and Bouncing Back — Real Dating Dilemmas & Self-Made Man AdviceEpisode Description:Are you tired of feeling stuck in your dating life, confused by mixed signals, or left wondering why she ghosted you? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener submissions about ghosting, blocking, and the emotional rollercoaster of modern dating.From decoding sudden disappearances to reframing rejection and building emotional resilience, Gracie and Tracy offer no-nonsense advice straight from a woman’s perspective. They break down the “self-made man” mindset, share practical tips for handling heartbreak, and answer tough questions about honesty, closure, and moving forward.Plus, enjoy a fun behind-the-scenes recap of their recent trip to Ireland, complete with cultural takeaways and travel mishaps!Show Notes:0:00 – Welcome & Introduction: Why dating feels so confusing today2:30 – Listener Submission #1: Why did she ghost and block me after a great date? 18:00 – The “Self-Made Man” Mindset 25:00 – Listener Submission #2: “Why do I feel like I’m preparing women for other men?” 38:00 – Listener Submission #3: “Should I tell women my ex-wife is a lesbian?” 48:00 – Product Spotlight: The Self-Made Man Dating Journal 52:00 – Ireland Recap: Banter, culture shocks, and travel lessons 1:05:00 – Final Thoughts & How to Work with Gracie and Tracy Resources Mentioned:The Self-Made Man Dating Journal (available on Amazon)Application link for coaching https://form.typeform.com/to/zJkel6VK?utm_source=xxxxxFollow Gracie on Instagram & TikTok: @datingwithgracieSubscribe for new episodes every Wednesday!

  29. 49

    Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48

    Dating After Divorce – Confidence, Apps & Real Connections for Men Over 40 Ep. 48Hosts: Gracie Pleschourt & Tracy PleschourtIn This Episode:[00:00] Welcome & Introduction[01:30] Listener Question: Starting Over After Divorce at 45 Breaking old routines and building new momentumIs there a “market” for divorced men over 40?How to meet new women and rebuild your social circleThe fastest-growing demographic on dating appsThe importance of self-awareness: knowing what you want and what you bring to the tableTips for getting comfortable with dating appsHow to treat dating as research, not a performance[18:00] The Self-Made Man Dating Journal Launch How journaling can help you track progress and avoid repeating old patternsBuilding confidence and clarity through reflectionWhere to get the journal (Amazon link in show notes)[22:00] Listener Question: Revealing a Physical Difference (Amputee Experience) How to talk about insecurities and physical differences with confidenceWhy your story and self-acceptance matter more than “the reveal”The power of vulnerability and authenticity in dating[30:00] Listener Question: Competing for Women’s Attention Why confidence and self-value matter more than “winning” attentionShifting from scarcity to abundance mindsetPractical tips to stand out: eye contact, conversation, and authenticityHow to become unforgettable by making women feel seen and at ease[40:00] Final Thoughts & Where to Find Gracie Follow Gracie on Instagram & TikTok: @datingwithgracieApply for 1:1 coaching (link in show notes)Rate & review the podcast on Spotify or Apple PodcastsResources Mentioned:Self-Made Man Dating Journal https://www.amazon.com/dp/B0F9B7M5B3?th=11:1 Coaching Application https://gracie.clickfunnels.com/optin1758810316648Follow Gracie: Instagram & TikTok @datingwithgracieSubscribe for new episodes every Wednesday!

  30. 48

    How to Stop Being the Second Option: Dating with Confidence, Setting Boundaries, and Moving On Ep. 47

    Are you tired of feeling like someone’s backup plan in your dating life? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about complicated romantic situations, building self-confidence, and setting healthy boundaries.From navigating “work spouse” dynamics and emotional gray areas to overcoming social anxiety with women and learning to trust yourself after heartbreak, Gracie and Tracy offer no-nonsense advice to help you take control of your love life. Whether you’re struggling to move on from a relationship, worried about making social mistakes, or wondering if you should pursue someone who’s already taken, this episode is packed with actionable insights and tough love.Show Notes:[00:00] Welcome & Updates: Gracie and Tracy share personal updates, including an upcoming trip to Ireland and behind-the-scenes podcast planning.[04:00] Listener Submission #1: “Am I the Second Option?” — Advice for men caught in complicated relationships, why pursuing someone who’s unavailable is a losing game, and how to protect your self-respect.[18:00] The Self-Made Man Dating Journal Launch: Introducing a new tool for single men to track, reflect, and improve their dating experiences.[20:00] Listener Submission #2: “Social Mistakes with Women” — How to handle awkwardness, why confidence is really about self-trust, and why women care less about your blunders than you think.[35:00] Listener Submission #3: “Trust Issues After a Breakup” — Rebuilding trust in yourself, letting go of relationships that no longer serve you, and why your future happiness depends on your own decisions.[50:00] Key Takeaways: Why boundaries, self-awareness, and emotional resilience are the real keys to dating success.[52:00] Call to Action: Rate, review, and share the podcast; follow Gracie on Instagram and TikTok @datingwithgracie.Resources Mentioned:The Self-Made Man Dating Journal: Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! Got a question for Gracie and Tracy? Submit it for a chance to be featured in a future episode.

  31. 47

    Why Dating Apps Aren’t Working for You: Real Advice to Attract Women & Build Confidence Ep. 46

    Are you tired of feeling stuck in your dating life, striking out on dating apps, or wondering why nothing seems to work? In this episode, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt answer real listener questions and share no-nonsense advice to help men attract the women they want and build lasting confidence.What You’ll Learn:Why dating apps might not be working for you—and what to do insteadThe mindset shifts that turn “invisible” guys into irresistible partnersHow to break free from self-sabotaging beliefs and rewrite your dating storyPractical tips for meeting women in real life (and why it’s often more effective than apps)How to stand out at speed dating events and make a memorable first impressionThe truth about confidence, self-worth, and why women are drawn to men who trust themselvesHow to handle rejection, scarcity mindset, and the pressure to “have it all figured out”Listener Questions Answered:“I’ve been on dating apps for 20 years with no luck. What am I doing wrong?”“How do I prep for a speed dating event and avoid the friend zone?”“Why do I feel like every woman is already taken, and how do I stop feeling average?”Special Segment:Introducing the Self-Made Man Dating Journal—your new tool for tracking dates, building self-awareness, and making real progress in your love life. Limited batch available on Amazon—grab yours before they’re gone!Join the Conversation:Take our poll on Spotify and let us know: Do you love the personal banter, or do you prefer us to get straight to the dating advice?Share your thoughts and questions for future episodes!Connect with Gracie:Instagram & TikTok: @‌datingwithgracieCheck out Gracie’s membership for hands-on coaching and support https://form.typeform.com/to/zJkel6VK?utm_source=xxxxxIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with a friend!No matter where you are or what your situation is—just ask her.Timestamps:00:00 – Welcome & Listener Feedback06:00 – Why Dating Apps Aren’t Working18:00 – Mindset Shifts for Dating Success30:00 – Real-Life Dating Tips & Speed Dating Advice45:00 – Overcoming Scarcity and Building Confidence55:00 – Introducing the Self-Made Man Dating Journal60:00 – Final Thoughts & Calls to ActionResources Mentioned:Self-Made Man Dating Journal https://www.amazon.com/dp/B0F9B7M5B3?th=1Gracie’s Membership https://form.typeform.com/to/zJkel6VK?utm_source=xxxxx

  32. 46

    Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding Love (Ep. 45)

    Break the Cycle: Real Advice for Dating Confidence, Moving On, and Finding LoveEpisode 45 – Just Ask Her PodcastEpisode Summary:In this episode, Gracie and Tracy tackle some of the most common and challenging dating dilemmas sent in by listeners. From navigating on-again, off-again relationships to overcoming self-doubt and building confidence, this episode is packed with real talk and actionable advice for anyone looking to level up their love life.What You’ll Learn:How to recognize and break free from unhealthy relationship cyclesWhy you can’t “save” someone else—and how to set healthy boundariesThe truth about attraction, self-image, and why confidence matters more than looksHow to handle rejection, negative comments, and the pressure of dating appsPractical tips for moving on after heartbreak and getting back into the dating sceneWhen to follow up (and when to move on) in online dating conversationsWhy chemistry on the first date isn’t everything—and what to focus on insteadListener Submissions Featured:Todd: Struggling with an on-again, off-again relationship and wondering if he should wait or move onDrew: Battling self-confidence issues and negative feedback while re-entering the dating worldAnonymous: Unsure about next steps after a breakup and facing challenges with dating apps and first datesSpecial Segment:Gracie and Tracy announce the launch of the Self-Made Man Dating Journal—designed to help single men track their dating experiences, reflect, and grow. Limited quantities available on Amazon!Resources & Links:Self-Made Man Dating Journal on AmazonConnect with Gracie on Instagram and TikTok: @‌datingwithgracieSupport the Show:If you enjoyed this episode, please rate and review us on Spotify or Apple Podcasts, and share with your friends!New episodes every Wednesday. No matter where you are or what your situation is—just ask her.

  33. 45

    Living at Home, Gym Love, and Mixed Signals (Ep. 44)

    Episode 44: Living at Home, Gym Love, and Mixed SignalsHosts: Gracie Pleschourt & Tracy PleschourtStruggling with dating while living at home? Unsure if you should make a move at the gym? Confused by mixed signals from someone you like? In this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions with no-nonsense, real-world advice.We answer listener submissions about:How to date confidently when you’re not financially independent or still living with your parentsNavigating the tricky world of gym romance and whether you should look for love outside your workout routineWhat to do when someone gives you mixed signals after turning you downKey Takeaways:Confidence and clarity about your life path are more attractive than financial status.Don’t apologize for your situation—own your story and values.Mixed signals usually mean “no”—don’t wait around for someone to change their mind.The gym isn’t the only place to meet active partners; try apps, clubs, and social events.Focus on what you can control and keep your dating mindset positive.Connect with Gracie:Instagram & TikTok: @datingwithgracieSupport the Show:Rate and review on Spotify or Apple PodcastsShare this episode with friendsPurchase the Self-Made Man Dating Journal:https://www.amazon.com/dp/B0F9B7M5B3?th=1New episodes every Wednesday!

  34. 44

    Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building Confidence (Ep. 43)

    Episode 43: Stood Up Again? Real Talk on Dating Disappointments, Blind Dates & Building ConfidenceShow Notes:Why do people keep getting stood up on dates? Gracie and Tracy break down the stats, share real listener stories, and offer practical advice for handling rejection and disappointment in the dating world.Blind dates in 2025: Are they still a thing? The hosts discuss the anxiety of not knowing what your date looks like, how to handle awkward first impressions, and why short, low-pressure first dates are the way to go.Special segment: Navigating dating with ADHD and social anxiety. Listener Jack from England shares his experience, and Gracie and Tracy provide mindset shifts and actionable tips for building confidence and social skills.Launch announcement: The Self-Made Man Dating Journal is now available! Learn how this tool can help you track your dating experiences, reflect, and grow.Listener Q&A: How to avoid getting cynical, set healthy standards, and know when to walk away.Plus: The importance of self-awareness, communication, and not taking rejection personally.Links Mentioned:Self-Made Man Dating Journal - https://www.amazon.com/dp/B0F9B7M5B3?th=1Follow Gracie on Instagram and TikTok: @datingwithgracieEpisode Description:Ever been stood up and wondered, “Is it me, or is this just modern dating?” In this episode, Gracie and Tracy get real about dating disappointments, blind dates, and the mindset shifts that can help you bounce back stronger. They answer listener questions about being stood up, navigating first-date nerves, and dating with ADHD or social anxiety. Plus, they announce the launch of the Self-Made Man Dating Journal—a must-have for anyone serious about improving their dating life.Tune in for honest advice, practical tips, and a reminder that you’re not alone in the dating game. Whether you’re tired of ghosting, anxious about blind dates, or just want to build more confidence, this episode is for you!New episodes every Wednesday. Don’t forget to rate, review, and share!

  35. 43

    Real Stories, Real Advice: Overcoming Dating Struggles (Ep. 42)

    Episode 42 – Real Stories, Real Advice: Overcoming Dating StrugglesIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle real listener questions about the challenges men face in modern dating.You’ll hear three honest stories:Jacob, a dedicated teacher who feels invisible in the dating world, gets advice on shifting his mindset, leveraging his network, and building confidence through daily habits.Nick, a single dad and school administrator, opens up about the struggle to find lasting love and the impact of first-date hookups. Gracie and Tracy break down the importance of pacing, setting standards, and running a “dating experiment” to find deeper connections.Anonymous shares the pain of being friend-zoned and dealing with height insecurity. The hosts offer practical tips for setting boundaries, moving forward, and reframing self-doubt.Plus, discover the new Self-Made Man Dating Journal—designed to help you track your progress, reflect on your experiences, and become more intentional in your dating life.If you’re ready to take control of your dating journey, this episode is packed with actionable advice, mindset shifts, and encouragement. Don’t forget to rate the show, share it with friends, and follow Gracie on Instagram and TikTok @datingwithgracie for daily tips!Resources mentioned:[Self-Made Man Dating Journal – Available on Amazon]Free guide to optimizing your dating profile at datingwithgracie.comNew episodes every Wednesday. No matter where you are or what your situation is—just ask her!

  36. 42

    Breaking the “Just Friends” Cycle: Flirting, Ghosting, and Setting Standards (Ep. 41)

    Episode 41 – Flirting, Ghosting, and Setting Standards: Real Dating Advice for MenIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle some of the most vulnerable and confusing moments in modern dating. They answer real listener questions about:How to show romantic interest without falling back into toxic masculinity or getting stuck in the “friend zone”What to do when you’re ghosted after a promising connection—and how to separate facts from painful stories your mind createsWhy chemistry isn’t always enough, and how to set and hold your dating standards even when things don’t work outGracie and Tracy share research-backed flirting tips, advice for building confidence, and practical strategies for moving on after rejection. They also discuss the launch of the Self-Made Man Dating Journal, designed to help single men reflect, grow, and date with intention.Whether you’re struggling to make the leap from friendship to romance, reeling from a sudden ghosting, or just want to date with more clarity and confidence, this episode is packed with honest insights and actionable advice.Mentioned in this episode:The Self-Made Man Dating Journal (now available on Amazon)How to use self-compassion to recover from rejectionThe importance of being direct, setting boundaries, and choosing yourself firstIf you enjoy the show, please rate us on Spotify or Apple Podcasts and share this episode with your friends!Follow Gracie on Instagram and TikTok @datingwithgracie for more tips and updates.New episodes every Wednesday. No matter where you are or what your situation is—just ask her.

  37. 41

    How to deal, think about and learn from rejection, and what to do now (Ep. 40)

    Episode 40: How to deal, think about and learn from rejection, and what to do nowWelcome back to Just Ask Her, the no-BS podcast for real dating advice straight from a woman’s point of view! In this milestone 40th episode, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt tackle your toughest questions about moving on, healing, and dating with confidence after heartbreak.In this episode:Submission 1 (Chris, 32, UK Firefighter):Chris finds himself repeatedly attracting women who are fresh out of relationships and struggling emotionally. Gracie and Tracy break down the “rescuer” dynamic, discuss the difference between chemistry and true connection, and offer practical steps for setting dating standards, recognizing patterns, and staying in the “chooser” role.Submission 2 (Anonymous, 27, Med Student):After a nine-year relationship, Anonymous is back in the dating world and wonders if a recent date didn’t work out due to timing or lack of interest. The hosts share how to separate facts from stories, process rejection, and keep moving forward without waiting for a “maybe.”Submission 3 (Matthew, 28, Law Student):Matthew is healing from a recent breakup and wants advice on both moving on and planning a new date. Gracie and Tracy discuss the importance of not waiting until you “feel ready,” making decisions ahead of time, and taking small, confident steps forward.Special Segment:The Self-Made Man Dating Journal is now available on Amazon! Gracie and Tracy introduce their new journal designed to help single men track their dating experiences, reflect, and grow with intention. Limited first run—grab yours before they’re gone! (Link in show notes)Key Takeaways:Don’t let past experiences define your worth or what you deserve.Set clear dating standards and stay in the chooser role.Rejection is a normal part of dating—use it as a learning opportunity.Healing is an active process; don’t wait for closure to move forward.Take small, actionable steps to rebuild confidence and momentum.Resources & Links:Self-Made Man Dating Journal on Amazon https://www.amazon.com/dp/B0F9B7M5B3?th=1Follow Gracie on Instagram and TikTok: @datingwithgracieIf you enjoyed this episode, please rate us on Spotify or Apple Podcasts and share with your friends! New episodes drop every Wednesday.No matter where you are or what your situation is—just ask her.

  38. 40

    Dating After Divorce, Overcoming Insecurities & Navigating Workplace Romance: Real Advice for Men | Just Ask Her (Ep. 39)

    Episode 39: Dating After Divorce, Overcoming Insecurities & Navigating Workplace RomanceIn this episode of Just Ask Her, dating expert Gracie Pleschourt and certified life coach Tracy Pleschourt answer real listener questions about the challenges men face in modern dating.Topics Covered:Dating After Divorce: Daniel, a recently divorced dad living in the Caribbean, asks how to navigate dating with kids, a limited dating pool, and emotional healing. Gracie and Tracy discuss emotional availability, redefining relationship goals, and the importance of self-awareness.Overcoming Insecurities (Height): Lucas from Canada shares his struggles with dating as a shorter man and feeling stuck in the friend zone. The hosts offer practical tips for building confidence, expressing romantic interest, and leveraging your unique strengths.Workplace Romance: Shane wants to know how to tell if a coworker is interested or just being friendly, and whether it’s appropriate to ask her out again. The conversation covers reading signals, respecting boundaries, and balancing professionalism with personal interest.Bonus: Gracie introduces the Self-Made Man Dating Journal, designed to help men track their dating experiences and grow in self-awareness.Key Takeaways:Emotional readiness and bandwidth are different—define what you want in this season of life.Confidence comes from action and self-acceptance, not just external validation.Flirting and expressing interest can be learned skills—start with small, bold steps.Workplace relationships require extra care and respect for boundaries.Resources Mentioned:Self-Made Man Dating Journal on AmazonFree guides on dating apps, starting conversations, and building chemistry at www.datingwithgracie.comConnect with Gracie:Instagram & TikTok: @datingwithgracieIf you enjoyed this episode, please rate and review on Spotify or Apple Podcasts, and share with friends!

  39. 39

    From Public Shaming to Second Chances: Navigating Modern Dating Drama (Ep. 38)

    In this episode, Gracie and Tracy tackle three powerful listener submissions about dating challenges, online reputation, and moving on after heartbreak. They offer no-nonsense advice on handling public shaming in online groups, building momentum with a newly single neighbor, and recovering from a whirlwind romance that ended abruptly. Plus, they announce the launch of the Self-Made Man Dating Journal, designed to help men reflect and grow in their dating lives.Show Notes:00:00 – IntroductionGracie and Tracy welcome listeners and celebrate 38 weeks of the podcast.Quick banter about pregnancy timelines and podcast milestones.02:00 – Listener Submission #1: Anthony’s StoryAnthony shares his experience of being publicly shamed in a women’s Facebook group after a breakup.Gracie and Tracy discuss the origins and current state of “Are We Dating the Same Guy?” groups.Advice on handling online defamation, reclaiming self-trust, and whether to pursue legal action.Key takeaway: Let your integrity and self-awareness guide you, and don’t let drama-filled groups define your dating future.25:00 – Announcement: Self-Made Man Dating JournalGracie and Tracy introduce their new journal for single men, available on Amazon.The journal helps track dates, reflect on experiences, and build self-awareness.28:00 – Listener Submission #2: Alex’s StoryAlex, new to dating, wonders if he missed his chance with a neighbor after helping her through a tough time.The hosts discuss the importance of momentum, meaningful interactions, and not overthinking timing.Advice: Focus on genuine conversations, set healthy boundaries, and don’t attach expectations to every interaction.40:00 – Listener Submission #3: Jake’s StoryJake describes a fast-moving, long-distance romance that ended suddenly after a deep connection.Gracie and Tracy explain “emotional fast-tracking” and the risks of future-tripping in new relationships.Advice: Let relationships unfold at a natural pace, integrate emotional lessons, and practice patience as you move forward.Self-Made Man Dating Journal Self-Made Man: Dating Journal for Men | Track Confidence, Patterns & Reflections | Build Self-Mastery, Emotional Intelligence & Intentional Dating Habits | Personal Growth JournalGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  40. 38

    Taking Initiative in Your Dating Life (Ep. 37)

    Hosts:Gracie Pleschourt (Dating Expert) & Tracy Pleschourt (Certified Life Coach)Episode Summary:In this episode, Gracie and Tracy tackle real listener questions about dating challenges, mindset shifts, and taking control of your love life. They offer no-nonsense advice from a woman’s perspective, helping single men date with confidence and intention.Listener Submissions & Key Takeaways:Dakota’s Dilemma:A 31-year-old entrepreneur struggling to find quality matches while living with family and rebuilding financially.Advice:Don’t wait passively for love—be open and intentional about meeting new people.Own your journey and talk about your growth with confidence.Geography matters on dating apps, but don’t let location limit your options—explore new ways to meet women.Your ambition and integrity are attractive; focus on sharing who you’re becoming.Kyle’s Missed Connection:A 32-year-old crane operator wonders if he missed out on a romantic opportunity after a church encounter fizzled.Advice:You did nothing wrong—sometimes timing just isn’t right.Don’t dwell on “what could have been.” Stay open to new opportunities in places you enjoy.Contentment is great, but combine it with curiosity and intention to avoid stagnation.Emotional readiness is key to relationship success.George’s Unrequited Interest:A 34-year-old man questions whether to keep talking to a woman who isn’t ready to date.Advice:When someone says they’re not interested or ready, believe them.Set boundaries and move on to free your energy for the right relationship.Don’t confuse hope with reality—choose clarity and self-respect.Special Segment:Product Launch: The Self-Made Man Dating Journal is now available on Amazon! Designed for single men to track dates, reflect, and build self-awareness for better dating outcomes. Limited first run—grab yours before they’re gone!Calls to Action:Rate and review the podcast on Spotify or Apple Podcasts to help others find the show.Share this episode with friends who could use real, actionable dating advice.Follow Gracie on Instagram and TikTok: @‌datingwithgracieNew Episodes:Tune in every Wednesday morning for fresh, honest dating advice—no matter where you are or what your situation is, just ask her!Self-Made Man Dating Journal Self-Made Man: Dating Journal for Men | Track Confidence, Patterns & Reflections | Build Self-Mastery, Emotional Intelligence & Intentional Dating Habits | Personal Growth JournalGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  41. 37

    Am I Ever Someone’s First Choice? | Healing After Rebound Heartbreak, Starting Conversations, and Breaking Old Dating Patterns (Ep. 36)

    In this powerful episode, we hear from three men navigating dating after heartbreak, rejection, and personal transformation. Tiago, a newly single dad, opens up about falling hard for a woman fresh out of her own divorce—and the grief of not being chosen. Brady asks how to confidently start conversations in person and online. And Brandon vulnerably explores a repeating pattern of giving too much and being left behind.If you’ve ever asked yourself: Why does love feel so one-sided? or Am I stuck in the same cycle?—this one is for you. We offer honest answers, emotional insight, and real strategies to move forward without closing your heart.💬 Topics we cover:Rebound heartbreak and emotional availabilityHow to start conversations that actually connectThe over-functioning pattern that leaves good men feeling unseenBuilding confidence without performingWhen to try again—and when to walk away for goodWhether you're fresh out of a relationship or ready to rewrite your love story, you'll walk away with tools, validation, and hope.Submission 1: Tiago (00:00)After a 14-year marriage, Tiago dives into dating again—only to fall for a woman not yet over her own divorce. We explore why emotionally available men often feel heartbreak more deeply, and how to stop trying to prove your worth to someone who isn’t ready to choose you back.Submission 2: Brady (21:45)Brady asks a common question: How do I start the conversation—on apps or in person—without being awkward or overthinking it? We break down what actually matters in first impressions (hint: it’s not cleverness), and how curiosity beats performance every time.Submission 3: Brandon (38:10)Brandon is done chasing women who don’t choose him back. We unpack the anxious attachment pattern of over-giving, why it keeps showing up, and how to lead with discernment instead of devotion in future relationships.Self-Made Man Dating Journal Self-Made Man: Dating Journal for Men | Track Confidence, Patterns & Reflections | Build Self-Mastery, Emotional Intelligence & Intentional Dating Habits | Personal Growth JournalGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠If you found this episode helpful, please rate us on Spotify or Apple Podcasts and share it with a friend. New episodes every Wednesday!DatingAdvice #SingleMen #DatingApps #Heartbreak #Confidence #JustAskHerPodcast

  42. 36

    Ghosted After 3 Perfect Dates? Here’s What Women Wish You Knew (Ep. 35)

    It’s one of the most painful dating experiences: everything feels amazing… and then she disappears.In this raw, relatable episode of Just Ask Her, we unpack three powerful submissions from men navigating ghosting, rejection, and confusion after what felt like real connection:Luke opens up about an overseas trip that changed everything with a woman he thought he was building something real with. Now she’s gone—no warning, no clarity—and he’s still holding on.Spencer shares the story of his whirlwind 4-date romance with a woman who seemed all-in—until she ghosted him after planning two more dates. What gives?Conor bravely tells us what it’s like being 30, never having been in a relationship, and constantly getting close—only to be shut out. He asks: What am I doing wrong, and how do I keep going?💬 Gracie and Tracy go deep in this one, breaking down what ghosting really means, why it often has nothing to do with you, and what women are thinking when they pull away after connection. We also explore:What to do when you still have feelings but she cuts contactThe truth about mixed signals and sudden disappearancesWhy “perfect dates” don’t always lead to commitmentHow to rebuild your confidence after being ghostedWhen (and how) to reach out again—or let go completelyWhether you’ve been left on read or still playing back every moment of your last date, this episode will give you clarity, closure, and hope.Self-Made Man Dating Journal: https://www.amazon.com/dp/B0F9B7M5B3?th=1Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  43. 35

    When Feelings Resurface: What to Do When the One That Got Away Comes Back (Ep. 34)

    She said she only wanted something casual… but your heart didn’t get the memo.In this episode of Just Ask Her, we’re diving into three real stories that hit home for a lot of men:A 36-year-old man rekindles something with the woman who once ghosted him—only to find himself falling all over again. Is she just bored… or is there still a chance?Another listener goes from intimate and honest connection to total silence after dating a single mom—what happened, and how do you respond to ghosting that makes no sense?Plus, we talk about first-date anxiety with a guy who knows he’s a catch… but struggles to show it early on.If you’ve ever questioned whether you’re being patient or just played, this episode will give you honest advice, a woman’s perspective, and the clarity you need to stop spinning in circles.Get the Self-Made Man Dating Journal: 👉https://www.amazon.com/dp/B0F9B7SQBY?th=1Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  https://forms.gle/naT2MHcb5vPjU6K68Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  https://forms.gle/naT2MHcb5vPjU6K68

  44. 34

    Politics, Privacy & the Girl Next Door (ep. 33)

    This week on Just Ask Her, we’re tackling three very real (and wildly different) dating dilemmas from our listeners:Carlos wants to know if there’s any hope for a conservative guy dating in a liberal city—or if he should hold out for a future move.Mark has rekindled things with his high school sweetheart… but there’s one big problem: she’s still best friends with his ex-wife.And an anonymous bachelor is wondering how to strike up a conversation with the woman he always runs into—but never has a chance to talk to.We’re talking dating across political lines, what to do when the past gets in the way of the present, and how to approach a girl you barely know without being weird about it. Let’s dive in.Get Your Self-Made Man Dating Journal: https://www.amazon.com/dp/B0F9B7SQBY?th=1Get on The Dating Differently Academy Waitlist at: https://datingwithgracie.com/dda-waitlist-4055Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  45. 33

    When It Feels Real… But She Pulls Away

    In today’s episode, we’re diving into three powerful stories from men navigating the messy middle of modern dating:💔 Luke thought he was one step away from proposing—until she blindsided him with a breakup.😓 Josh is tired of being the one who always initiates, and he’s starting to feel the desperation creeping in.🥲 Jerome had the best first date of his life… but now she’s gone quiet, and he’s left wondering if he should reach out again.We’ll talk about what to do when effort feels one-sided, why some women emotionally check out long before they leave, and how to find clarity when the door hasn’t fully closed.If you’ve ever felt blindsided, confused, or stuck on “what could’ve been,” this episode is for you.Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  46. 32

    Too Much, Too Soon: When Early Interest Turns Into Sudden Distance Ep. 31

    In Episode 31 of Just Ask Her, we dive into one of the most confusing dating experiences: when everything starts fast, feels promising… and then suddenly falls apart. From whirlwind reconnections to mixed signals after first dates, these listener stories are full of emotional highs, unexpected letdowns, and hard-earned lessons.Evan shares what it’s like to be pulled in deeply—then pushed away after one perfect weekend. AL wonders if he blew his chance with a hostess who seemed interested… until she wasn’t. And Kyle opens up about how one experience erased months of confidence he built after leaving the dating apps behind.We explore how to spot premature intensity, how to protect your heart without closing it off, and why confidence has to come from within—not from how someone responds to you. Whether you’ve been ghosted after a great weekend or left wondering what went wrong, this one’s for you.Sign Up For the FREE Attraction Masterclass: https://datingwithgracie.com/masterclassGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  47. 31

    Dating After 35, First Dates at 62 & Grieving Love: How to Begin Again (Ep. 30)

    What does it really take to start over in dating—whether you’re 36, 62, or healing from deep emotional loss? In this episode of Just Ask Her, we respond to three powerful submissions from men navigating dating later in life.We talk about:How to date after a bipolar diagnosis and little-to-no experienceThe challenges of dating in your 60s and getting past the first dateWhether it’s fair to pursue someone who’s still grievingWhy your dating history matters less than your emotional readinessHow to show emotional maturity without coming on too strongIf you’ve ever felt behind, stuck, or uncertain about how to move forward in your love life—this episode is your sign to begin again.Save Your Seat At The Attraction Masterclass: https://datingwithgracie.com/masterclassGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  48. 30

    When the Vibes Are There… But She Isn’t: Mixed Signals, False Starts, and the Friend Zone (Ep. 29)

    Why do some of your best dates go absolutely nowhere? In Episode 29 of Just Ask Her, Gracie and Tracy break down the most frustrating moments in modern dating—from ghosting after great chemistry to navigating the mixed signals that leave you stuck in limbo.We answer three listener questions that highlight common (but painful) scenarios:Why women disappear after everything seems to be going wellHow to read and respond to mixed signals from someone who says they want something casual but keeps acting romanticWhat to do when you're trying to build a connection with a woman at work without landing in the friend zoneWhether you're dating after divorce, struggling to get past the second date, or wondering how to stand out without coming on too strong, this episode is packed with honest advice and fresh insights from two women who’ve seen it all.💬 Topics covered:Why great dates don’t always turn into relationshipsEmotional chemistry vs. timing compatibilitySlow burns, fast fades, and everything in betweenThe “safe guy” trap and how to avoid itBuilding romantic tension without pressureSigns it’s time to walk away vs. keep showing upGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  49. 29

    Navigating Summer Sparks, Career Focused Dating, and Decoding Mixed Signals Ep. 28

    In this episode of 'Just Ask Her,' hosts Gracie Pleschourt, a dating expert, and her co-host Tracy Pleschourt, a certified life coach, tackle three insightful submissions from male listeners facing distinct dating challenges. They begin with JJ, a college student wondering how to keep a new spark alive over a three-month summer break. Next, they advise Mike, a 30-year-old trauma survivor worried if his career focus and limited social life are unattractive to potential partners. Finally, they address Rich, who is confused by a mixed response from a woman he reached out to on social media. Throughout, Gracie and Tracy offer practical advice and emphasize the importance of emotional availability, intentional communication, and self-worth in dating.00:00 Introduction and Podcast Overview00:53 Listener Submission: Keeping the Spark Alive Over Summer02:34 Advice for Maintaining Long-Distance Connections09:59 Personal Stories and Reflections on College Dating14:40 Listener Submission: Balancing Career and Social Life17:44 Understanding Different Relationship Expectations18:56 Balancing Career and Social Life19:51 Leveraging Social Skills for Dating21:01 Utilizing Online Resources for Dating21:49 Embracing Your Achievements with Confidence23:23 Podcast Outro and Listener Engagement23:42 Analyzing a Listener's Dating Dilemma24:40 Decoding Mixed Signals in Dating26:33 The Importance of Clear Communication28:16 Managing Rejection and Building Resilience32:37 Encouragement and Final ThoughtsGet Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  "Just Ask Her" Podcast SubmissionFollow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

  50. 28

    Dating in Small Towns, Big Cities & Emotional Limbo: Should You Stay or Walk Away? (Ep 27)

    In this episode of Just Ask Her, Gracie and Tracy tackle three powerful submissions from men feeling stuck—whether it’s bumping into your ex at the gym, navigating emotionally messy flings in big-city bars, or wondering if your small town is what’s keeping you single.You'll hear:How to protect your peace when “no contact” isn’t possibleWhy big city dating often feels like one big performanceWhether moving for love is a smart idea—or a sneaky form of self-abandonmentWhat to do when your dating apps feel like a loop of dead endsAnd how to build real momentum when everything feels stuck—romantically, socially, even sexuallyThis is a grounded, honest episode about self-respect, emotional clarity, and trusting your own inner compass. Because sometimes the real work isn’t in chasing love—it’s in clearing space for it.Get Gracie’s Free Guides at: 👉https://datingwithgracie.com/Check out the Dating With Gracie Community at: 👉⁠https://www.skool.com/dating/about⁠Want to be featured on the podcast? Submit your story & question: 👉  https://forms.gle/naT2MHcb5vPjU6K68Follow for more honest, no-fluff dating advice: 📲 ⁠Instagram⁠ | ⁠TikTok⁠ | ⁠YouTube⁠

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ABOUT THIS SHOW

Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating.Each week, they dive into listener-submitted questions about their toughest dating challenges and deliver unfiltered, constructive feedback. Submit yours here: https://forms.gle/34JLMADMcxhqdb7X7

HOSTED BY

Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men

Frequently Asked Questions

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Just Ask Her - Dating Advice for Single Men currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Just Ask Her - Dating Advice for Single Men about?

Honest dating advice for single men from two women. Dating expert Gracie Pleschourt (@datingwithgracie on IG) and certified life coach Tracy Pleschourt break down real dating questions, real struggles, and what actually works in modern dating.Each week, they dive into listener-submitted questions...

How often does Just Ask Her - Dating Advice for Single Men release new episodes?

Just Ask Her - Dating Advice for Single Men has 50 episodes. Check the episode list to see recent publication dates and frequency.

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Who hosts Just Ask Her - Dating Advice for Single Men?

Just Ask Her - Dating Advice for Single Men is created and hosted by Hosted by Gracie Pleschourt — Dating Coach + Confidence Expert for Men.
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