PODCAST · education
This Is Awkward
by Allison Baggerly & Chris Browning
Money can make things real awkward, real quick. Hosts Allison and Chris are here to help! Each episode they take your calls to help you through your awkward money situations without losing your friends and family along the way!Want to have your question answered? Call in at 707-200-8259.
Episodes
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Awkward Double Feature: No Christmas Gifts For You & The Roommate From Hell (The Final Episode of This is Awkward)
After a far too long break, the final episode of This Is Awkward is here! We decided to go out in style and prepare a double episode for you all. In this final episode we are covering two very awkward final stories. Story 1: Ever considered a Christmas with zero presents? That's the reality one...
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81| Our Dream Kitchen or Our Kid's Tuition?
What happens when the college fund becomes the kitchen fund? Our listener's is in a tough spot: their 20-year-old daughter, after a year-long college hiatus, decides to hit the books again. But there's a twist—the $30,000 set aside for her tuition has been poured into a kitchen remodel. Now…
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80| Why Are You Always Lying on Social Media?
Have you ever had a friend or family member who's a total social media faker? You know the type, portraying a lavish lifestyle online, but you know the real deal—they're broke and those fancy trips and purchases just aren't happening. So what do you do? How do you bite your tongue when you see...
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79| I'm RSVPing Yes, But My Bank Account's Saying No
Have you ever felt like your bank account's getting worn out by going to weddings faster than you are? This week we are hearing from Kate who we got to talk to in person. She's in her mid-twenties and swimming in a sea of wedding invites and bridesmaid duties. Between the glitzy dresses…
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78| Would You Rather
This is a special episode of This is Awkward recorded in Denver Colorado! Does the audio sound a little weird... yes, but we are weird so it works. This week Chris has devised a special game for Allison called Would You Rather. Join Us On Patreon Get access to even more bonus content with our…
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77| I'm Not Paying For My Sister in Law's Child Care
Ever felt like your kindness was being taken advantage of Dive into today's episode where one listener unveils a family dilemma: their sister-in-law using their nanny for free! Confronting her sister-in-law led to family tension, now she wonders if she's made a misstep. Did she overreact? Tune in...
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76| Prom Opulence & 100 Finger Frenzy
How much would you let your kid spend on a prom dress and the pure luxury of a 100 finger massage We dive deep in to the world of luxury once again in another episode of Ain't No Way! This week's items https://www.trendhunter.com/trends/dress-goddess...
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75| Sister-in-Laws Spending Spree is Straining Our Relationship
Have you ever found yourself competing with your partner's family for financial support? Today's episode explores a sticky situation where our listener, expecting a baby, finds her boyfriend funding his sister's reckless lifestyle, even after she trashed our listener's apartment! With money…
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Patreon Preview: Turning the Tables on My Perfect Sister
Listen to even more with a 7 day free trial at our Patreon! Music from Uppbeat (free for Creators!)
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74| Ain't No Way: The Volcano Concert & The Death Pit
How much would you be willing to spend for a few moments of peace in a dormant volcano? We dive deep in to the world of luxury once again in another episode of Ain't No Way! This week Allison is in charge and she is bringing the heat this episode! This week's items...
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73| Should I Protect My Savings or Help My Mom?
Ever found yourself torn between helping out a loved one and protecting your own financial future? On today's episode, we're diving into a real dilemma. Our listener's mom, despite being the world's best, is drowning in credit card debt and has turned to them for help. While they've lent a…
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72| Ain't No Way: The Chesterfield Sofa & A Beverly Hills Estate
This is Awkward is moving to 4 times a month with our new episode called Ain't Now Way! You're probably wondering what this is all about. Let us paint a picture for you. Have you ever been scrolling online and stumbled upon something that caught your eye? Maybe it was a shiny piece of tech or a...
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71| Do I Really Deserve These Benefits?
In our first episode back, we're diving into a story from a brave Physician Assistant who recently fought for and won some well-deserved workplace perks. But now that they've got them, they're not quite sure what to do. Have you ever felt like you were pretending to be something you're not? Like...
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Patreon Preview: Controversial Housing
Listen to even more with a 7 day free trial at our Patreon! Music from Uppbeat (free for Creators!)
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Unlocked Patreon Ep: Am I The Awkward One #6
Listen to even more with a 7 day free trial at our Patreon! Music from Uppbeat (free for Creators!)
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70| My Parents Are Horrible Tippers
What do you do when you go out to eat with your parents and they are the world's worst tippers? That's the dilemma facing our anonymous writer this week. Their parents have a tipping rule that hasn't changed in 20 years, and while it might have been okay then, it's not cutting it now. They don't...
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69| How Do I Kick Him Out?!
Have you ever been in a situation where you let someone move in to save money, only to regret it later? That's exactly what happened to our listener. They let their fiance's friend move in to their house to save money on rent, but after losing his job, he stopped paying altogether. The listener…
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68| Better Have My Money!
Do you know someone who always seems to "forget" to pay you for your work? That's the predicament our self-employed listener is facing, and it's driving them crazy! Despite several reminders, the client keeps delaying payment, and our listener is unsure how to handle this weird behavior. Join Us…
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67| Pay Off Your Debt or No Wedding!
Can you put conditions in place before you agree to marry someone? This week Chris and Allison dive into a listener's cringe-worthy story about a coworker who demanded his future wife pay off her credit card debt before they tied the knot. Listen in as they discuss the practicality and ethics of...
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Patreon Preview: Money Made Easy - A Dramatic Reading
Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3! https://www.patreon.com/thisisawkwardpodcast Allison's brand new book Money Made Easy just released today! So in honor of her new book Chris has prepared a dramatic reading from the...
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The 3 Most Common 1099 Forms - H&R Block Tax Tips
It feels like we get a million tax forms in the mail every year. In this special bonus H&R Block Tax Tip episode lets breakdown 3 of the most common 1099 forms that you should be on the look out for each year. Today's awkwardness is brought to you by H&R Block! Get 15% off Do-It-Yourself Online…
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66| Help! My Financial Advisor is Also My Estranged Brother
Have you ever found yourself in an awkward situation with a family member that also happens to be your financial advisor and broker? In this episode of our podcast, we discuss a listener's question about their complicated relationship with their brother, who owns his own brokerage and has custody...
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65| How Do I Ask My Roommates to Pay More?
Have you ever struggled with feelings of fear and stress around money? Growing up in a household where discretionary spending was not an option, our listener felt like a financial burden and was hesitant to spend even the few dollars they were given. This mentality persisted well into college,...
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64| I Feel Guilty About How Much I Pay My Mom For Rent
How do you figure out what is a fair amount to pay your mom in rent? This episode's question comes from a listener who moved in with their aging mother after struggling to find a job after graduating college. They've been paying $700 in rent ever since and helping out with transportation, taxes,...
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63| Should We Still Own This Property Together?
Struggling to manage a co-owned property with a partner who's facing financial difficulties? You're not alone! This episode is for anyone who's experienced the frustration of carrying the financial burden of co-ownership. Join us as we hear from one listener who has been stuck in a sticky…
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62| My Girlfriend's Adult Kids Won't Pay for Anything!
What do you do when your partner's adult children constantly expect you to pay the bill? Join us as we dive into the struggles of dating as our anonymous writer tells us about the added stress of dealing with his partner's entitled adult children. From never splitting the tab at dinner to always...
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61| My Cousin is Trying to Make Me Buy a House
What do you do when a family member won't stop pressuring you to buy a house? This episode we're tackling a situation that many of us have probably faced at some point - unsolicited financial advice from family. A listener is trying to decide whether to rent or buy a new home in a new city, but...
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Patreon Preview: That Thong Th-Thong Thong Thong
Here's another preview of our Patreon Only content as a special New Year gift! Hear how big of an impact the Thong Song had on Allison's life and that time she assaulted Joey Fatone. Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3!...
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Patreon Preview: Caroling Gone Wrong
Here's a preview of our Patreon Only content as a special Christmas gift! Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3! https://www.patreon.com/thisisawkwardpodcast Have an awkward money situation? If so, we want to hear from you!...
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60| Middle School Bullies
Did you ever wear a knock off clothing brand to school? Today's call comes in from one of our Patrons who got viciously made fun of after another student caught a typo on their shirt. We'll discuss how to help your kids navigate these types of situations. Plus Chris is shocked when Allison shares…
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59| Are My In-Laws Stealing From Me?
What would you do if you found out that you've been paying hundreds of dollars more for your phone bill that you should? Our anonymous writer discovered that he and his wife have been over paying their share of their in-laws phone plan for years. Our writer is upset, but his wife thinks he needs…
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58| My Sister in Law Somehow Always Forgets Her Wallet
What do you do when your sister in law thinks that you should pay for every meal? This week we discuss a woman who is fed up with her sister in law who somehow always "forgets" her wallet every time they go out to eat. She's reached her breaking point and decided to do something about it. Join Us...
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57| My Mom Gives Gifts Like the Grinch
What do you do when your mom hates giving gifts but does it anyway, but with strings attached? That's what today's episode is all about. A listener wrote in wanting to know how do they handle a mom who makes a big deal about how much they pay for every gift and it's getting old. Join Us On…
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56| My Neighbor is Flooding My Basement
My neighbor flooded my basement. It was an accident, but it still happened. A listener wrote in needing to face this situation head on, but they don't know how to approach their neighbor. How should she bring up the conversation without ruining a positive relationship? Join Us On Patreon Get…
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55| My Friend's Wedding is Going to Bankrupt Me!
A listener is starting to get overwhelmed by the growing cost of their friend's wedding. Between gifts, clothes, flights, and hotels, it's all adding up. Should they approach their friend about this or just keep quiet and spend the extra money? Join Us On Patreon Get access to even more bonus...
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54| How Do I Help My Parents Without Feeling Resentful?
How do I talk with my parents about their financial struggles and find a way to help them without feeling resentful? That's the question we received this week from a listener. Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting at just $3!...
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53| Is My Mother In Law Trying to Rip Us Off?
Grandma wants to babysit, but at a pretty price. A listener writes in feeling like she's being taken advantage of by her mother in law and her high rates. How should she approach this conversation and figure out what is a fair price? Join Us On Patreon Get access to even more bonus content with…
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52| How Do I Say No to My In-Laws?
Navigating money conversations with your parents or in laws can be very awkward! In this episode we hear from one of our listeners who is confronted with the reality that she and her partner will likely be supporting her in laws financially as they age. "Within 10 years, we'll probably be paying...
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51| I Haven't Gotten a Raise in 3 Years! What Do I Do?
A listener wrote in because they haven't had a raise in the past 3 years. They feel undervalued and with inflation on the rise, they are seeing the effects on their budget. Should they approach their boss, and if so, what's the best way to do that? Join Us On Patreon Get access to even more bonus...
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50| Should I Reimburse My Ex?
What happens when you and your partner separate but you both put money in to your home? We hear from a listener who received an invoice from her ex for a few home upgrades that he made to her home. Should she pay them or should she refuse? This Is Awkward will be taking a break for the month of...
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49| My Friend Thinks I'm A Bank
In today's episode, hear from someone who has given money to a friend in the past. Lately, this friend has started expecting this type of gift money more and more. The caller says they are starting to feel like a bank. What should they do? Join Us On Patreon Get access to even more bonus content...
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48| Should We Open A Joint Bank Account?
We hear from someone who had a negative experience with a previous partner. This experience has forced them to wonder when she should combine finances with a partner and how money should be split. Join Us On Patreon Get access to even more bonus content with our This Is Awkward Patreon starting…
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47| I Can't Keep Supporting My Partner
In today's episode, discuss an awkward situation between two partners who are living together. One is constantly asking the other for money and the other partner has had it. How should they approach this situation in a respectful way? Join Us On Patreon Get access to even more bonus content with...
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Awkward Revisit: My Husband is Sharing Way Too Much!
Today's anonymous writer is dealing with a husband who is a little too open with his parents about their finances. Join Our Patreon Get access to even more bonus content with our This Is Awkward Patreon! https://www.patreon.com/thisisawkwardpodcast Have an awkward money situation? If so, we want…
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46| Do You Plan to Pay Me Back?
In today's episode, we hear from someone who wants to know whether or not she should confront her friend who never pays people on time. The caller sees it as disrespectful and wants to know if she would be out of line to bring this money habit up to her friend. Join Us On Patreon Get access to…
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45| How Are You Paying For This?!
In today's episode, we discuss a situation where someone finds out that their partner has a hidden credit card…and has for the past 12 years of their marriage. He's angry and questions whether or not his feelings are justified. Sponsors H&R Block - Go to http://awkwardpodcast.com/hrblock for 20%...
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44| What About My Inheritance?
In today's episode, we hear from someone who is wondering how (or even if she should) approach her parents about the inheritance her grandparents passed down. We discuss a completely different way to think about the situation to help her make the best decision. Join Us On Patreon Get access to…
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43| You Aren't Working Hard Enough
In today's episode, we discuss a spicy and hot take on both sleeping and income. The question of the hour: are you even working hard if you're not making a 6-figure income? Hear our thoughts and share yours with us after the episode! Join Us On Patreon Get access to even more bonus content with…
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42| I Don't Want My Friends to Settle
How do you approach your friend when they are excited about a new opportunity but you know that they are capable of so much more? In this episode Allison and Chris help a caller navigate this delicate conversation and avoid any unnecessary awkwardness. Join Us On Patreon Get access to even more...
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41| About Those Student Loans...
In today's episode we hear from someone who has an awkward encounter with their mom about paying for college. We discuss the conversation that took place and how we have ultimately changed the way we see our parent's past decisions. Join Us On Patreon Get access to even more bonus content with…
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ABOUT THIS SHOW
Money can make things real awkward, real quick. Hosts Allison and Chris are here to help! Each episode they take your calls to help you through your awkward money situations without losing your friends and family along the way!Want to have your question answered? Call in at 707-200-8259.
HOSTED BY
Allison Baggerly & Chris Browning
CATEGORIES
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