Real Life Investing With Jason & Rachel Wagner

Send us Fan MailWhat does it actually take to walk away from a six-figure W-2 and bet on real estate full-time? We talk with Arthur Barkan, a former pharma professional with a chemistry background who turns hustle, relationships, and a repeatable value-add process into rapid multifamily growth and a portfolio that’s pushing toward 80 units. Along the way, we unpack how a simple personal brand can make you memorable and why being “reachable” matters as much as being credible. We get tactical on the investing side: buying 2- to 6-unit properties, underwriting with quick rules of thumb, and creating forced appreciation through light renovations and rent increases. Arthur also shares operator-level details that don’t show up in most highlight reels, like charging back water costs to change tenant behavior, using property management software to streamline rent collection, and hiring the right ops and maintenance help once the unit count starts to stretch your time. Arthur then compares his first hand eviction experiences with Lake County versus Cook County timelines, explains how process service and documentation work in practice, and breaks down when “cash for keys” can be the cheapest, fastest business decision. We also touch on refinancing, lender expectations, cost segregation for tax strategy, and the constant tension between building cash flow now versus maximizing long-term net worth. If you’re serious about multifamily real estate investing, value-add apartments, and the BRRRR mindset, listen through and take notes. Subscribe, share this with an investor friend, and leave us a review with the biggest move you want to make next.Instagram: @arthur_barkan224-433-4553

Send us Fan MailTaxes can quietly decide whether a rental property feels like a win or a grind, and most investors never get a clear explanation of the rules that matter. We bring on CPA Ryan Bakke to translate real estate tax strategy into plain English and show how everyday W-2 earners can still benefit from rental income, deductions, and depreciation without needing to be a full-time investor. If you’ve ever heard “real estate investors don’t pay taxes” and wondered what’s actually legal, this conversation gives you the framework to spot the real levers.We dig into why rental income is treated differently than wages, including the overlooked impact of avoiding payroll taxes like Social Security and Medicare on rental profits. Ryan breaks down “paper losses” and why depreciation can reduce taxable income even when a property is appreciating. We also unpack Real Estate Professional Status, what the 750-hour and more-than-half-time tests really mean for couples, and when it could be worth having one spouse shift their work toward real estate for meaningful tax savings.From there, we get tactical on big decision points: the primary residence capital gains exclusion, the 2-out-of-5-year rule, and the three-year window that may let you rent out a former home and still sell it tax-free. We talk house hacking, how the 121 exclusion and a 1031 exchange can work in the same deal, and why 1031 timing can be risky with 45-day identification rules and negotiation pressure. Finally, Ryan explains cost segregation studies, how they accelerate depreciation, and why land value versus building value can dramatically change your tax benefits and after-tax returns.Connect with Ryan Bakke, CPA LinkedIn: https://www.linkedin.com/in/ryanbakkecpa Instagram: @ryanbakkecpa  X (Twitter): @RyanBakkeCPA  Facebook: Ryan Bakke CPA  TikTok: @ryanbakkecpaCommunity / Referral Program: SKOOL – skool.com/taxes

Send us Fan MailWe share what surprised us most after a full year of homeschooling our oldest and why we decide to bring our second child home too. We break down Classical Conversations, our daily routine, and the deeper reasons we value faith, freedom, and protecting confidence during the early years. • deciding to homeschool after seeing pressure and frustration build • how homeschooling changes when a second child stays home • balancing work from home with kids learning at the kitchen table • why kids often choose to do school on their own • how to pick a homeschool curriculum without getting stuck • what Classical Conversations is and how community day works • our two-hour homeschool schedule with songs then seat work • handling the mom as teacher authority challenge • rebuilding confidence after early testing and classroom stress • socialization myths, planning friendships, and peer influence risks • limiting screens, avoiding early tech addiction, and reducing cyberbullying exposure • using financial freedom to build a flexible family schedule If you found any value in the show, please share it. 

Send us Fan MailJoin Jason and Rachel Wagner on the Real Life Investing Podcast for an inspiring conversation with Victor So — a pharmacist turned powerhouse real estate investor & agent, content creator, and family man.From house hacking his way into multiple properties, mastering rent-by-room and midterm rentals, to using creative financing (including a zero-down partnership deal) and building a mini property management system with his cleaner/landscaper team, Victor reveals how he scaled to 11 doors while still working his W-2.He also shares the raw side of putting himself out there: a simple park video that went viral, brought hundreds of new followers, and triggered nasty threats and doxxing attempts. Plus, fitness talk (all-state volleyball roots and benching 315), balancing family life with three kids, and thoughtful insights on vaccines from a pharmacist’s perspective.This episode is full of practical strategies, mindset shifts, and encouragement to keep creating content even when the haters show up. If you’re looking for creative ways to generate cash flow, optimize properties, or build resilience as an investor, you don’t want to miss this one.👉 Follow Victor for more Chicago-area investing and neighborhood gems: @VictorSoRealEstateVictor's Bio:Victor is a pharmacist-turned-real estate investor and agent passionate about helping clients build wealth through strategic real estate investments. Drawing from his own experience owning and managing 11 rental units, he provides practical guidance to investors at every stage of their journey. Whether you’re buying or selling traditionally or exploring creative strategies like house hacking, co-living, short-term rentals, or other investment opportunities, Victor is committed to helping you achieve your financial goals with confidence.Follow Victor on Instagram: @VictorSoRealEstate

Send us Fan MailYou can do a lot with a steady W-2 paycheck if you’re willing to get a little uncomfortable. We sit down in The Nook with Grady Schmidt, a Chicago-based investor who starts with a garden-unit condo and turns it into a no-frills house hack, then scales into buying site unseen Indiana rentals while working in finance at Google. He shares the exact choices that helped him move fast, including why he used 25% down, how he picked Midwest markets like East Chicago, Michigan City, and South Bend, and what he wishes he’d understood before trusting the “clean” spreadsheet numbers.We also get into the messy parts that make you a real operator: tenant risk, property management, maintenance you can’t ignore, and how capex items like roofs can wreck your expectations if you treat them like ordinary monthly expenses. Grady walks through his first eviction, why Indiana timelines shocked us compared to Chicago, and how he kept going even when early cash flow didn’t show up the way BiggerPockets-style projections promised.Then we zoom out to bigger forces shaping real estate investing in 2025. We debate cash flow versus appreciation and why higher rates push investors to think differently about Chicago fundamentals. We also unpack the Zillow vs Compass private listings fight, why it matters to consumers, and how “gatekeeping” inventory raises real questions about fairness and access. Along the way, Grady explains how AI is changing work, why context and judgment protect your career, and how posting content (even when it’s embarrassing) can open doors.Subscribe for more real-life investing stories, share this with a friend who’s trying to buy their first property, and leave a review with your biggest takeaway.Grady Schmidt Bio:Grady is a real estate investor and full-time finance professional at Google in Chicago. After starting with a condo-hack in downtown Chicago, he’s since moved on to purchasing multifamily buildings in northern Indiana. He enjoys combining his professional experience with AI and his real estate background to build new tools for investors. Grady recently started dabbling as a (very) amateur content creator, sharing his thoughts on real estate, career development, AI, and Cincinnati Reds baseball at @gradybuysproperty on Instagram.

Send us Fan MailHart Turner joins us to tell the full story: 15 years as an actor in LA, a hard reset on money and career, and then an 18-month sprint that turns into three Chicago multifamily properties. Along the way, we connect the dots between endurance mindset (yes, he finished the Hawaii Ironman) and the day-to-day reality of underwriting, leasing, and staying calm when the deal goes sideways. We get specific about Chicago house hacking with 5% down, why BiggerPockets can be the gateway but local meetups create real acceleration, and what it looks like to buy in Humboldt Park when inventory is tight and interest rates are unforgiving. Hart walks through his first REO purchase and a five-month closing delay, the DSCR-funded second deal with a partner, and the midterm rental experiment that turned into an expensive lesson about seasonality and unit mix. Then comes the curveball every investor fears: a lender decides a key partner can’t qualify after you’re already under contract. We unpack how Hart pivots to a new partner, improves the financing, and still closes on a four-unit graystone after negotiating a rare $50,000 credit in a multiple-offer situation. If you’re trying to start late, scale with partnerships, or simply avoid rookie mistakes in multifamily investing, this one is packed with real numbers and real decisions. Hart Turner Bio: After beginning his real estate investing journey in 2024, Hart quickly focused on small multifamily acquisitions and house hacking. In just 18 months, he has built a portfolio of three multifamily properties (all Greystones!) totaling nine units, and all located in the Humboldt Park neighborhood. He currently lives in and manages a four-unit property that serves as his second house hack.In addition to his direct ownership portfolio, Hart invests passively in larger Chicago-based apartment syndications through his self-directed IRA, giving him experience with both active and passive real estate investing.Outside of investing, Hart works as an apartment locator specializing in downtown Chicago high-rises and luxury apartment communities, helping renters navigate the city’s most competitive rental markets. When he’s not working on deals or helping clients find their next home, you can usually find him on a pickleball court working on his game.Find Hart on Instagram: @hartturner and TikTok: @hartturner

Send us Fan MailAfter a year-long hiatus raising their third child and stepping into homeschooling, Jason and Rachel Wagner are back with a raw, honest update on their unvaccinated son Wes.In this episode, they share what the first year of life has looked like for their completely unvaccinated son — including tracking every sick day, zero fevers, and how his health has compared to their vaccinated daughters. Jason and Rachel walk through their decision-making process for each vaccine on the standard schedule, the real risks they weighed, and why they ultimately chose to decline them all. They also open up about the pressure they faced in the hospital, the role of faith in their choices, and what it means to truly understand risk versus reward as parents.Whether you’re a parent questioning the childhood vaccine schedule, curious about natural immunity, or simply want to hear a candid, faith-informed conversation about real-life health decisions, this episode offers transparent insights without judgment. Tune in for an encouraging discussion on trusting God’s design, supporting a child’s immune system, and making informed choices that align with your values.Listen now and let us know what you think in the comments!

Send us Fan MailIn this episode, Rachel sits down with our close friend Kayla Heiar as she bravely shares the story of losing her baby girl, Skye Marie, at 15 weeks. Kayla walks us through her pregnancy journey—from early ultrasounds and hopeful milestones to the devastating appointment where no heartbeat was found. She opens up about the shock and disbelief that followed, the need to seek confirmation before making next steps, and the emotional weight of choosing a D&E. Kayla also shares what the postpartum reality of miscarriage looked like for her, including the physical recovery, hormonal shifts, bleeding, body changes, and even the unexpected experience of her milk coming in.Throughout the conversation, we talk about the many ways grief shows up in everyday life—through reminders like keepsakes, travel plans, and the challenge of imagining the future after loss. Kayla shares how she and her family chose to name and honor their daughter, Skye Marie, through burial and personal pieces of remembrance. She also reflects on how loss affects spouses differently and what it means to continue parenting their living children while carrying the grief of the one they lost. With honesty and faith, Kayla discusses the tension of holding both gratitude and grief at the same time, learning to allow moments of joy without guilt, and the deep human desire for answers in the midst of unanswered questions. This episode is a tender and real look at pregnancy loss, the postpartum experience that often goes unspoken, and the hope and support that can help carry families through the waves of grief. Our hope is listeners going through a similar journey will find comfort in knowing they aren't alone. 

Send us Fan MailCharlie Kirk's life was cut tragically short at just 31 years old, but his impact on American politics and conservative thought will endure for generations. We're still processing the shock of his assassination, which has rippled through communities worldwide and revealed deep fractures in our political landscape.Few figures have accomplished what Kirk did in such a short time. Founding Turning Point USA as a teenager without a college degree, he built a movement that gave voice to young conservatives on campuses across America. His approach was unique – engaging in difficult conversations with political opponents while maintaining a kind, open demeanor that invited dialogue rather than division. This combination of principled conviction and conversational tone made him remarkably effective and beloved by millions.What's been most striking in the aftermath is the range of reactions. While many mourned deeply – including people who never met him but felt connected through his content – others responded with indifference or even celebration. This troubling dichotomy points to a deeper crisis in our political discourse. The digital age has compounded these issues, with graphic footage spreading rapidly online and context-stripped quotes fueling misrepresentations of Kirk's actual statements.As we reflect on this tragedy, we're left with important questions: How do we protect ourselves from the psychological impacts of witnessing violence through our screens? Can we disagree with someone's politics while still acknowledging their humanity? And how do we begin healing a political culture that has become so venomous?Perhaps the most powerful moment came at Kirk's memorial service when his wife Erica forgave his assassin – a testament to the faith-centered values he espoused. As we move forward, the most fitting tribute to Charlie Kirk might be restoring the kind of respectful dialogue he advocated for, where disagreement doesn't devolve into dehumanization, and political violence is universally condemned.

Send us Fan MailOur first eviction experience turned into a year-long saga of legal hurdles, thousands in lost revenue, and unexpected emotional challenges. We navigate the complex process of evicting non-paying tenants from our commercial property in Chicago while balancing business decisions with human impact.• Notice requirements for tenant termination in Chicago (120 days for tenants who've lived there over 3 years)• Impact of problem tenants on other units and building conditions• Timeline from notice to actual eviction spanning nearly 12 months• Legal procedures including court dates, default judgments, and sheriff scheduling• Importance of not accepting rent after termination notice• Financial impact: over $10,000 in losses from legal fees and missed rent• Emotional reality of eviction day with six sheriff officers and social workers• Cash-for-keys as a potentially better alternative to formal eviction• Location matters - eviction laws vary significantly between different states and counties• Single-unit rentals carry higher risk compared to multi-unit propertiesIf you're considering real estate investing, understand that evictions are sometimes unavoidable but should be your last resort. The financial and emotional cost makes cash-for-keys deals worth considering before entering the lengthy court process.

Send us Fan MailIn this captivating episode of Real Life Investing, Jason and Rachel Wagner sit down with powerhouse duo Jennie Berger and Tristan Lora for a conversation that blends real estate savvy, entrepreneurial resilience, lifestyle design, and some truly unforgettable stories.Jennie shares her inspiring journey from high-stakes condo development and house flipping to building a thriving private lending business. She opens up about lessons learned from challenging projects, the art of calculated risk-taking, and how she structures deals to protect her capital—plus the surprising role her self-directed Roth IRA plays in her lending portfolio. Tristan jumps in with insights from his high-energy career in live events and race car street production, showing how creativity, adaptability, and AI tools fuel his work.Beyond business, the episode explores their shared commitment to health, plant-based living, and intentional lifestyle choices. The conversation flows into midterm rental strategies, navigating tenant relationships, and the balance between financial returns and personal freedom. Along the way, listeners are treated to hilarious and heartfelt anecdotes—ghost stories, “slow-play” romance, and even the science of hugs—that reveal the warmth and authenticity behind their success.Whether you’re a real estate investor, entrepreneur, or someone seeking inspiration to design a healthier, more intentional life, this episode delivers a rare mix of actionable advice, personal wisdom, and pure entertainment.IG: @Propertypeoplellc

Send us Fan MailWhen veteran Dubois Toy received a check for $2,600 at his closing table after buying a $369,000 property, he knew he'd stumbled onto something extraordinary. With just $400 out-of-pocket, he'd unlocked the hidden potential of the VA loan that most veterans never discover.As a former ethical hacker, Toy brought his methodical approach to finding loopholes to the world of real estate investing. "I read 2,000 pages of the VA lenders handbook," he reveals, explaining how this deep dive uncovered game-changing strategies most loan officers don't even know about. The most shocking revelation? Only 35% of veterans ever use their VA loan benefits, leaving billions in potential wealth-building opportunities untapped.The conversation explodes with practical insights about maximizing veteran benefits—from getting property tax exemptions through disability ratings to the little-known technique of partnering multiple veterans together to purchase buildings far beyond the standard 4-unit limit. Toy breaks down how creative financing allowed him to acquire multiple properties with zero down payment and explains how veterans can stack tax advantages through strategic house hacking.Beyond real estate strategies, Toy shares powerful resources for veterans struggling with housing, offers book recommendations that transformed his mindset, and discusses the stark differences in benefits between various states. His passion for helping fellow veterans navigate what can be an overwhelming system shines throughout the episode.Whether you're a veteran looking to maximize your benefits or simply someone interested in creative real estate strategies, this conversation reveals how reading the fine print and questioning conventional wisdom can unlock extraordinary opportunities. What military benefit could you be missing out on right now?Resources:🏠 VA LOAN & HOUSE HACKINGVA Loan Program Overview (0% down, eligibility, benefits):🔗 https://www.benefits.va.gov/homeloans/VA Buyer’s Guide (PDF) – Understand the VA home loan process:🔗 https://www.benefits.va.gov/homeloans/documents/docs/VA_Buyers_Guide.pdfHouse Hacking with a VA Loan (renting by room/unit strategy):🔗 https://veteran.com/house-hacking-va-loan/VA Jumbo Loan Explanation (limits above conforming loan):🔗 https://www.veteransunited.com/valoans/va-jumbo-loans/VA Energy Efficient Mortgage (EEM) – Upgrade your property:🔗 https://www.veteransunited.com/valoans/va-energy-efficient-mortgage/VA Renovation Loan (similar to FHA 203k):🔗 https://www.veteransunited.com/valoans/va-rehab-loans/🧾 PROPERTY TAX EXEMPTIONS (CHICAGO / COOK COUNTY)Cook County Veterans Property Tax Exemption (70%+ disabled = full exemption):🔗 https://www.cookcountyassessor.com/veterans-disabilities-exemptionReturning Veterans Exemption (recently returned from active duty):🔗 https://www.cookcountyassessor.com/returning-veterans-exemptionDisabled Veterans Homestead Exemption Details (State of IL):🔗 https://www2.illinois.gov/veterans/services/Pages/property-tax-relief.aspxShoot Dubois a message on FB if you want to ask questions or get in contact!https://www.facebook.com/share/16CfS5xbFf/?mibextid=qi2OmgFor additional resources, click here.

Send us Fan MailWe recently welcomed our son Wes Michael Wagner and share our deeply personal journey through childbirth in a rapidly changing healthcare landscape, where we declined nearly all standard hospital protocols for newborns.In this episode we discuss:• Detailed look at RhoGAM shots and our decision to decline despite significant pressure from medical staff• Analyzing the risk factors of Group B Strep and antibiotics versus protecting the microbiome• How vitamin K shots are linked to jaundice and other risks according to manufacturer package inserts• Discussion of the new MAHA report that questions the American vaccination schedule• Navigating religious exemptions and standing firm on our decisions during labor• Hospital pressure tactics and how we researched each decision thoroughly• The striking observation that our newborn had the lowest risk of jaundice of our three childrenWe encourage you to research thoroughly, understand your personal risk factors, and make informed decisions that align with your beliefs. Whatever choices you make, being educated about both benefits and risks is crucial for proper informed consent.

Send us Fan MailIn this heartwarming episode of The Real Life Investing Podcast, Jason and Rachel Wagner sit down with Sheila Henneman, the beloved owner of Berry Yo Frozen Yogurt in downtown Arlington Heights, IL.Sheila shares her remarkable journey from being a stay-at-home mom to becoming a thriving entrepreneur with one of the most cherished local businesses in the community. You'll hear how she:Started a frozen yogurt business with no prior experienceSurvived the brutal impact of COVID with the help of her communityBuilt a business that hires and mentors local teensChose to not franchise, keeping Berry Yo a true community gemIs now experimenting with high-protein frozen yogurt using First Phorm productsRaised her kids with work ethic, integrity, and heart (including 75 Hard champion Paige!)Whether you're a small business owner, a parent, a dreamer, or just love a good underdog story—this episode will inspire you to follow your gut, serve your community, and persevere through anything.Connect with Berry Yo or Book an Event Visit: https://www.berry-yo.com Email: [email protected] Call: 224-735-3112 Like, comment, and share this episode with someone who needs a dose of entrepreneurial inspiration! Subscribe for more real-life stories of grit, growth, and getting it done.

Send us Fan MailWhat if the secret to building deep community in our disconnected world was hidden in plain sight? Matt and Katie Milford—known as the "connectors" of their Arlington Heights neighborhood—reveal their formula for transforming neighbors into friends and acquaintances into family.The Milfords share how their strategic decision to live near downtown, despite the higher cost, put them in proximity to like-minded, socially-oriented people. "When you rapidly surround yourselves with people who are in the same location, roughly the same age, popping out kids at the same time, and have similar interests, you naturally create friendships," Matt explains. This intentional choice creates the repeated interactions—approximately 10-30 needed to form a friendship—that happen organically when you regularly cross paths at parks, downtown areas, or while doing yard work.Their annual gatherings have become neighborhood legends. Their Fourth of July party invites over 100 people to watch the parade from their yard—complete with a refrigerator rolled into the driveway and 200 hot dogs. The Christmas party they rescued from cancellation brings 150 neighbors together during winter months when community connections typically hibernate. Their block parties transform their street into day-long celebrations ending with neighbors sharing whiskey and cigars until 2am.Beyond parties, the Milfords share their unique parenting philosophy, balancing personal growth with family time, and insights from Matt's former motorcycle garage business. They candidly discuss the challenges of building community while maintaining individual identity—something they've mastered through color-coded family schedules and designated alone time for each parent.Whether you're new to a neighborhood or looking to deepen existing connections, the Milfords offer a refreshingly simple roadmap: be visible, be curious, and be willing to initiate. In a world increasingly dominated by digital connection, they remind us of the irreplaceable value of face-to-face community.

Send us Fan MailIn this inspiring episode, Jason and Rachel Wagner sit down with the multifaceted Wonderful Togbey—a successful Chicago real estate investor, 75 Hard enthusiast, and master of credit card hacking. As an immigrant from Togo, West Africa, Wonderful Togbey shares his incredible journey of moving to the U.S. at 16, building a thriving real estate portfolio from scratch, and balancing a full-time job, family life, and global travel.Kicking things off with his experience tackling the grueling 75 Hard program in 2021, Wonderful reveals a surprising twist. From there, the conversation dives into his real estate adventures: starting with a house hack in Omaha, navigating tenant nightmares (think Walmart parking lot deals and stolen copper), and scaling up to a million dollar commercial property in Chicago’s Washington Park. With transparency as his superpower, Wonderful doesn’t shy away from the battle scars—flooded basements, evictions, and $200,000 budget overruns—proving real estate’s forgiving nature rewards those who persevere.Wonderful drops game-changing tips on credit card point hacking, showing how he turns everyday expenses into business-class flights to Togo and Spain using tools like Seats.aero and ChatGPT. Whether you’re a real estate newbie or a seasoned investor, this episode is packed with grit, practical wisdom, and a reminder that the sweetest rainbows follow the toughest storms.Follow Wonderful’s journey on Instagram @mrwonderfulinvests 

Send us Fan MailRFK Jr.'s appointment as HHS Secretary could signify a shift toward greater transparency and parental choices in public health and vaccination policies. Jason and Rachel Wagner discuss their own experiences with vaccination and the importance of informed consent, raising significant questions about the current understanding of vaccine safety and industry accountability.• RFK Jr. confirmed as HHS Secretary, sparking hope for public health reform• Discussion centers on the evolving narratives surrounding vaccines• Personal stories highlight challenges faced by parents navigating health decisions• Emphasis on the importance of informed consent and transparency in health policies• Concerns over the safety protocols and long-term effects of vaccines• Call for comprehensive dialogue about vaccinations and health risks• Conclusion presented on the need for parental autonomy in health choices, free from mandates and fear tactics

Send us Fan MailBible sales are reaching record highs, and across America, more people are reconnecting with their faith. This makes today’s episode especially timely as we sit down with the incredible Anita Pilalis, a devoted and passionate Christian. Anita shares the powerful moment she found God and how it became her life’s mission to serve Him. Our conversation touches on how others can lean into their faith to help them during times of uncertainty, how prayer can be used as an intimate conversation, how to recognize the unseen spiritual warfare that encapsulates our world, and how faith can guide crucial life decisions that might come our way.This episode is an authentic conversation that dives into personal stories of how each of us found our way to Christ and the journeys we have taken to deepen our relationship with God.Subscribe to Anita's blog: https://overflowoftheheart.com/Follow Anita on Instagram: @anitapilalis

Send us Fan MailToday's episode, we discuss the arbitration case over earned real estate commissions we recently found ourselves in.  In a claim that was brought against brokerage, we walk through how we effectively defended our commission and ultimately prevailed as the unlikely victors.

Send us Fan MailJoin us for one of the most inspirational conversations you can hear as we sit down with Mike Bednarz.  It was just another day quoting a job for his commercial HVAC company, Bedco Mechanical, when Mike suddenly lost control of a ladder and fell 25 feet onto concrete.  Mike suffered a severe brain injury and shattered many bones from that accident.  He shares his story of how he had always lived a life of discipline, and his choices leading up to his injury helped him bounce back even stronger and more resilient after doctors had doubted his remarkable recovery. Our conversation also dives into Mike's passion for entrepreneurship, real estate, fitness, and veganism. Join us for this impactful episode.

Send us Fan MailToday's episode dives into our spiritual journey back to faith.  Our conversation explores that impact of the 2024 presidential election and how it offered the evidence Jason needed to rediscover his abandoned faith. We hope that our story offers others an opportunity to become curious about God and encourages you to go explore. A truly relatable episode. 

Send us Fan MailTune into our take on how Donald Trump and the Republicans won the 2024 election in a landslide.

Send us Fan MailWe voted. For Donald Trump.  Here's why.

Send us Fan MailJoin us on the Real Life Investing Podcast for a thought provoking conversation of shifting political landscapes with our  guest, Adriana. As a Hispanic raised in a middle-class neighborhood with strong Democratic values, Adriana shares her compelling journey from a lifelong Democrat to a passionate supporter of Donald Trump and the Republican Party. This transformation highlights the power of personal experience in reshaping political beliefs. Adriana's story offers a unique window into the broader trend of changing political affiliations, particularly within Hispanic communities, as cultural values and economic frustrations influence new alignments.With a background in education and family in law enforcement, Adriana details her first hand experience of leading classrooms with newcomer immigrants, and the mindset of today’s officers. Enjoy this engaging conversation! 

Send us Fan MailJason and Rachel detail how they went from being worth more dead than alive, to surpassing $1M net worth in 5 years through real estate investing. 

Send us Fan MailWe bought a Cybertruck. We rent it out on Turo. Here’s how it’s going and here’s the story of why we decided it was a worthwhile investment. 

Send us Fan MailMeet Leslie Collazo, a passionate advocate and dedicated community leader from the heart of Chicago. Born and raised in Illinois, Leslie is a proud daughter of Puerto Rican heritage, bringing a rich cultural perspective and a commitment to serving her community. As she embarks on her journey to become the State Representative for the 8th District, Leslie's bilingual abilities amplify her connection with diverse constituents. Leslie holds a Bachelor's Degree in Speech Communications from Northeastern Illinois University, where she honed her skills in effective communication and advocacy. Her career has been a tapestry of experiences—ranging from grassroots organizing and community engagement to teaching in charter schools and managing accounts in the nonprofit sector. Currently, she thrives in residential and commercial real estate, where she helps families find their homes and businesses establish their roots.A true champion for the next generation, Leslie is committed to addressing the pressing challenges facing the 8th District. She believes in delivering pragmatic solutions that uplift all residents, whether they are first responders, business owners, or everyday working Americans.Leslie is not just a candidate; she’s a common-sense leader with a vision for a brighter future. She is dedicated to education reform and human rights, ensuring that every voice is heard and every dream has the chance to flourish.At home in North Austin, Leslie and her husband are nurturing their two children, who proudly attend Chicago Public Schools. This personal connection fuels her passion for improving educational opportunities and community resources for all families.Join Leslie Collazo in her mission to bring fresh, impactful leadership to the 8th District—because together, we can save Illinois NOW!For more information on Leslie and her campaign, please visit: https://www.collazoforillinois.com/

Send us Fan MailWhat if the political leanings of your college professors are shaping your worldview more than you realize? Today we discuss the chart Elon Musk shared that shows the dominance left leaning professors have within our colleges and universities. This chart is also supported with a 2016 study of Liberal Professors Outnumber Conservatives 12:1. Our discussion details personal reflections of our college experience back in 2008 where topics of race, white privilege, and victimology were commonly taught. Fast forward to today, and we can see how these teachings have translated into further division within our communities. The Rabbit Hole - https://x.com/therabbithole84/status/1847700495600693594?s=42Liberal Professors Outnumber Conservatives 12:1: Study - https://www.washingtontimes.com/news/2016/oct/6/liberal-professors-outnumber-conservatives-12-1/

Send us Fan MailCatch our take on the Kamala Harris vs Fox News interview and what it says about the state of the media.  Going further, we discuss the important voting topics that the left and right are debating, while also diving into Trump Derangement Syndrome (TDS).  Rachel gives us her opinion on Trump's treatment of women, and finally we talk about the key pieces that will win the election.

Send us Fan MailCan one thrive as a conservative in a sea of liberal ideology? Embark on a journey with us, Rachel and Jason Wagner, as we unravel our personal narratives of embracing conservative beliefs while living in the predominantly Democratic state of Illinois. We'll peel back the layers of our political evolution, shaped by our unique backgrounds—Rachel's intriguing childhood conversations with her grandfather, a Democratic mayor, and Jason's eye-opening political awakening post college. Our final segment explores the crucial role of education in shaping political perspectives. We'll recount personal experiences of navigating political discussions within family settings, emphasizing the necessity of fostering critical thinking and exposing children to diverse viewpoints. From the challenges of racial discussions in educational institutions to the impact of diversity and inclusion initiatives in the workplace, we tackle these sensitive topics head-on. Our episode concludes with a candid discussion on the evolving understanding of gender and societal norms, inviting parents to actively engage with their children in complex conversations, ensuring a balanced and comprehensive worldview for the next generation.

Send us Fan MailJoin us as we celebrate our 50th episode on the Real Life Investing Podcast. We couldn’t have reached this milestone without our listeners, our virtual assistant Ricel, and the incredible guests who shared their wisdom and experiences. This episode is a heartfelt reflection on our journey, highlighting the transformative impact of the 75 Hard program, with inspiring stories from Nicky De Leon (Ep #8), Jon and Keira Quintero (Ep #15), Paige Henneman (Ep #33), James and Mhariel Stirgus (Ep #46), and many more. Each of their personal growth journeys have been nothing short of inspiring, and we are grateful to share them with you.From house hacking to dream homes, we also dive into the personal tales of real estate success stories. We recount Tim Botsford's (Ep #14) leap into an investment property, Brian and Ashley DeSimone's (Ep #20) house hacking partnership, and Levi and Lindsey Kane's (Ep #16) pursuit of their dream home. These stories emphasize the importance of transparency and vulnerability, not just in real estate but in all aspects of life. As we look to the future, we remain committed to discussing important and sometimes taboo topics, encouraging authentic and relatable dialogue. Influential conversations with guests like Dave & Amanda Lee (Ep #47) on Faith, Family, and Freedom, Leslie Dirnberger (Ep #45) and Kate Salas (Ep #48) on homeschooling, and Melyssa Garten (Ep #41) on her experiences in China and her family business have enriched our podcast journey. As we reflect on these impactful episodes and look forward to the next 50, we thank you for being a listener! Here's to continuing these meaningful conversations, learning from diverse perspectives, and investing in real life together!

Send us Fan MailJoin us for a fascinating conversation with two local high schoolers, Kelly and Campbell. From the Covid 19 Pandemic to political viewpoints, this discussion goes into the mindset of what it was like to be a teenager during unprecedented times.

Send us Fan MailToday we have the pleasure of sitting down with our children's ISR (Infant Swimming Resources) instructor, Jamie Berger of Safe Swim LLC. In this episode, we promise you'll gain a deep understanding of the benefits of ISR lessons over traditional swim programs. Unlike conventional methods, ISR lessons are tailored to each child's needs, featuring frequent, shorter sessions that enhance retention and effectiveness. Jamie also discusses the common misconceptions about ISR, and if you and your child understand the concept of "skills before thrills," you can expect to achieve incredible life saving results.A must listen for any parent with young children!If you are interested in getting in touch with Jamie, below is the best contact information:Jamie Bergerwww.safeswimisr.comEmail: [email protected]

Send us Fan MailHomeschooling has been getting a ton of buzz lately.  However, many curious parents struggle with feeling like that they can homeschool their kids successfully, especially if they aren't specifically trained to be teachers. Well today we sit down with Kate Salas, a mother of three, who recently found homeschooling during the pandemic and has not looked back at traditional schooling since.Kate walks us through how her family ultimately made the decision to homeschool, even though her husband is a public school teacher.  Kate shares how she utilizes co-schools and a neighborhood network of homeschoolers to help maximize the experience and provide tons of social interactions. Kate also describes her day to day, mindset, and offers plenty of tips on how any parent can effectively pull off homeschool. A super relatable episode that every parent with young children should hear!

Send us Fan MailJoin us for a deep engaging conversation around faith, family, and freedom with our dear friends, Dave and Amanda Lee.  A truly inspiring episode that will leave you feeling energized to take on anything life throws your way.

Send us Fan MailJoin us as two members of the armed forces, James and Mhariel Stirgus, share their journey through the 75 Hard mental toughness program. They dive into the program's stringent rules and reveal how it helped them reset their routines and regain control over their lives after the birth of their son. The Stirgus’s offer firsthand accounts of how mutual support and persistence were crucial to their success, providing insights and inspiration for anyone looking to tackle their own personal goals.An extremely engaging and thought provoking episode that you don’t want to miss!

Send us Fan MailWhat if you could take control of your child's education and transform it into a meaningful, personalized experience? Join us as we sit down with Leslee Dirnberger, a former litigator turned passionate homeschooling advocate, to explore how you can reclaim your children's education. From her unique upbringing on Capitol Hill to her insightful critique of the No Child Left Behind Act, Leslee shares her journey and addresses common misconceptions about homeschooling. Discover the pivotal moments that spurred her transition to homeschooling and how her family successfully navigated this life-changing decision.Are you frustrated with the current state of public education, especially after the disruptions of COVID-19? We dive deep into the historical and legislative influences that have shaped today's educational landscape. We share personal anecdotes about challenging the outdated and compliance-driven nature of the current system and explore the growing need for parental involvement in schools. Leslee discusses the importance of fostering critical thinking over rote compliance and how parents can take an active role in their children's education.Balancing homeschooling with career responsibilities is daunting, but Leslee offers practical advice and creative solutions for families in various situations, including dual-income and single-parent households. We examine the flexibility of homeschooling schedules, the benefits of personalized learning plans, and the myriad opportunities for homeschooled children to participate in athletics and extracurricular activities. By the end of our conversation, you'll be equipped with the knowledge and inspiration to seriously consider homeschooling as a viable and enriching option for your family's educational journey.Leslee Dirnberger's LinkedinAspire Education WebsiteSchedule a Call with LesleeSend Leslee an Email at [email protected] of Leslee's Recommended Books on Amazon:Crimes of the Educators - Samuel Blumenfeld, Alex NewmanThe Deliberate Dumbing Down of America - Charlotte Thompson Iserbyt America: The Last Best Hope - William J. BennettInside American Education - Thomas SowellThe Underground History of American Education - John Taylor GattoWhy Are You Still Sending Your Kids to School? - Blake BolesThe Brave Learner - Julie Bogart The Call of the Wild and Free - Ainsley ArmentSmart but Scattered - Peg Dawson, Richard Guare                            

Send us Fan MailOur take on the news. 

Send us Fan MailThinking about a move to the Chicago suburbs but don't know where to start your search? Check out Arlington Heights, IL.  Potentially the future home of the Chicago Bears, the Arlington Heights real estate market has been exploding and seeing some of the strongest price growths of all of the Northwest suburbs.Check out the YouTube version of this episode to follow along with the visuals:https://youtu.be/O58prUpJo9AHave an area you want to hear a real estate update for on the show? Send us a message with the request!

Send us Fan MailReady to take your understanding of the Chicago real estate market to the next level? Do you want to buy real estate today but you are uncertain about what the market is going to bring in the near term? High interest rates have turned the real estate sector upside down, causing fear to surge through would be buyers and sellers.  However, there are still people transacting in this high interest rate environment.  Do they know something that you don't? They might.  In today's episode, we go over the key statistics that you need to know to feel confident and convicted in your real estate decision making. I give you the keys indicators to look at, my analysis and interpretation of what the trends mean, and my forecast of where I anticipate the market is heading.  A jam packed episode with a ton of valuable insights,  you don't want to miss!Check out the Youtube version of the episode here to see the visuals that are presented in today's episode. https://youtu.be/GS3jsKbbKf0?si=FcJuKC49_ioKQSLd

Send us Fan MailJoin us for a fascinating conversation with our dear friend, Melyssa Garten, as she shares her experience of living in China for 5 years and the significant cultural differences she identified vs the United States. Melyssa is a third generation family business owner and she describes how she transitioned from a high powered corporate career at Salesforce in Chicago, to returning to rural Illinois to help with the family business. This thought provoking discussion touches on many different topics from politics, entrepreneurship, and refining one’s critical thinking skills to always be prepared for the road ahead. 

Send us Fan MailToday's episode we continue the political conversation and discuss why Robert Kennedy Jr is gaining so much traction as a real 3rd party candidate. We cover his stance on vaccines, his leadership style, the assassination of his uncle JFK, and the reality of what power the government has. 

Send us Fan MailWe just closed on a 5 unit apartment in Portage Park, Chicago! Hear how we underwrote the deal, what the plan is for the property, and how bumpy the closing process was. Though It was not easy, with perseverance and creativity, we got this transaction across the finish line. Tune in to the conversation!

Send us Fan MailDo you need a crash course on how to buy a house in today's low inventory & high interest rate environment? Then this is the episode for you.  On today's show, we discuss the basics of how to purchase a home successfully, while also giving tips and pitfalls to watch out for. An extremely informative episode, that will definitely leave you feeling much more confident about purchasing real estate, whether it is your first time or your 10th time.

Send us Fan MailToday we begin our first discussions on the current political environment and the main conversations that have hit our dinner table on a regular basis. We discuss inflation, the southern border and illegal immigration, censorship and the legacy media, and finally the Covid mandates.

Send us Fan MailMost people are not selling their properties right now because they have previously locked in extremely low interest rates on their mortgage and selling right now would mean giving up that rate for one that is drastically higher. But what if you could sell your property and earn a premium for the interest rate you are giving up? Welcome to the assumable mortgage where Jason has recently just sold a client's property that had an assumable mortgage and he sold it for a price that was significantly above it's market value in Chicago.  In this episode, we break down how to identify properties with assumable mortgages, the potentials hurdles with them, and how buyers and sellers can find a winning situation with assumable loans!

Send us Fan MailHave you ever chased a dream only to encounter the sting of rejection, not just once but multiple times? Rachel knows that feeling all too well, and in this heart-to-heart conversation, she openly shares her rollercoaster of emotions through the ups and downs of the Cincinnati Bengals cheerleading tryouts. She's candid about the mix of determination and heartache that comes with being so close to the goal yet having to face another "no." We peel back the layers of Rachel's journey, examining the resilience required to push forward and the self-discovery that comes from facing setbacks head-on.As we navigate Rachel's story, we also reflect on the complexities of balancing life's roles, like parenting, with the pursuit of personal aspirations. There's a poignant discussion on how her experiences have shaped her view on nurturing dreams, especially for her own children, and how diverse exposures can foster early identification of passions. We tackle the tough conversations about the next steps when a cherished goal seems elusive and the importance of aligning actions with priorities. Rachel's tale is not just about cheerleading tryouts; it's a universal narrative about growth, bouncing back, and the courage to construct new dreams from the fragments of old ones. Join us for an episode that's as inspiring as it is intimate, as we share in the lessons learned when life doesn't go according to plan.

Send us Fan MailWhen Rachel Wagner steps into the studio, you can feel the energy of someone who's danced on the edge of her dreams. She takes us through the whirlwind of emotions as she waits to hear if she's become an NFL cheerleader for the Cincinnati Bengals. Through her eyes, we get an intimate look at the misconceptions of cheerleading, the dedication required to chase such a goal, and how she juggles a rigorous schedule with a rich family life. Rachel's tale is one of persistence, from long commutes to late-night rehearsals, all while holding onto the hope of dancing on the field.Our conversation takes a turn as Rachel bares her soul about the universal struggle with self-doubt and how she's built up her confidence, step by step. She shares the transformational power of preparing in performance attire and the strategic use of eye contact to connect with judges and exude confidence. But beyond the glitter of pom-poms and high kicks, Rachel speaks to the heart of personal growth—leaning on community, spiritual support, and expert advice to fuel her journey. Listen in as Rachel's story unfolds, providing an inspiring blueprint for anyone facing their own battles with insecurity and the quest for success.

Send us Fan MailPaige Henneman, a 23 year old 75 Hard Champion, joins us to share her transformative journey after completing the program.  Paige comes from a family of entrepreneurs.  Her Mother owns a frozen yogurt shop in Arlington Heights, Illinois, and her Father owns a commercial painting company.  It was Paige's parents that introduced Andy Frisella, the creator of 75 Hard, to Paige.  After listening to the Real AF Podcast hosted by Frisella, Paige became a huge fan of 75 Hard and Frisella's company 1st Phorm.Feeling like she was the only one in Arlington Heights who knew of Andy Frisella, when Jason walked into the shop one day wearing a 1st Phorm shirt, she had to stop and introduce herself.  The reality is, if it wasn't for the 1st Phorm t-shirt and the ideologies that come with the brand, we would have never been able to share Paige's story on our podcast.Paige's story is a testament to what's possible when you intertwine family entrepreneurship with a dedication to self-improvement. Capping off this episode, we bring to light the health and wellness transformations that ripple out from adopting challenges like the 75 Hard program. From debunking myths about its sustainability to exploring the intricate ways our bodies respond to changes in diet and exercise, this is a narrative about empowerment, resilience, and the incredible capacity for change within us all. So gear up for an episode that's as much about the strength of the human spirit as it is about the power of a supportive network and the enduring pursuit of happiness and health.

Send us Fan MailHave you ever pushed yourself to the very edge, only to discover it was the beginning of a remarkable transformation? Manny Estrada did just that with the 75 Hard program, and he's here to recount the mental and physical overhaul that ensued. His competitive spirit initially led him to 75 Hard, but as we unpack Manny's narrative, it becomes clear that the program served as a pivotal 'hard reset' in his life. As a Financial Advisor for Merrill Lynch Wealth Management, Manny learned to schedule every hour of his day so that he could maintain his demanding work schedule and still find the time to complete the required daily tasks of 75 Hard, which consist of:Two 45-min workouts (one must be outside)Drink 1 Gallon of WaterTake a Progress PictureFollow a Diet (no alcohol or cheat meals)Read 10 Pages of a Non-Fiction BookHear the inspirational journey of Manny's 75 Hard journey, where he also built his own accountably system to ensure his success.  This engaging conversation will certainly motivate you to consider 75 Hard yourself!