Real Life Investing With Jason & Rachel Wagner
“Real Life Investing” with Jason and Rachel Wagner is a multifaceted podcast that blends insights from real estate, entrepreneurship, family life, and political discussions. Known for their candid and engaging style, the Wagner’s explore how their conservative values shape their approach to both business and life. They often discuss their personal journeys in real estate, offering practical tips on topics like how to buy a house or investment property while navigating a challenging housing market.
In addition to real estate, the show frequently delves into entrepreneurial lessons, highlighting the importance of mindset, perseverance, and staying focused on long-term goals. They are open about the challenges they’ve faced and provide valuable advice for anyone looking to head into entrepreneurship or seek the best version of themselves.
Dinner table conversations are central to the podcast. The Wagner’s discuss their experiences balancing various topics that families face, while often featuring guests who share similar journeys. Political conversations are explored from a conservative perspective, particularly when they touch on how these beliefs influence their business decisions and personal growth.
With a blend of relatable stories and expert advice, “Real Life Investing” is a show that appeals to a wide audience, from aspiring entrepreneurs and real estate investors, to those seeking inspiration in their personal lives.
Episodes
74 episodes
74. There Is No Rushing Grief: A Story of 2nd Trimester Pregnancy Loss With Kayla Heiar
In 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 ...
73. The Unforgettable Impact of Charlie Kirk
Charlie 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 commun...
72. Navigating Our First Eviction: A 10-Month Landlord Nightmare
Our 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 ...
71. How Private Lending, AI, & Midterm Rentals Create Freedom With Jennie Berger and Tristan Lora
In 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...
70. Unlocking VA Loan Secrets with Dubois Toy
When 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 ...
69. Standing Your Ground: Why We Declined Standard Newborn Hospital Protocols
We 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 di...
68. Berry Yo & the Heart of Arlington Heights: A Story of Grit, Frozen Yogurt, and Community with Sheila Henneman
In 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 he...
67. The Milford Method: How To Create Meaningful Connections Where You Live with Matt and Katie Milford
What 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 fri...
66. Unfiltered Success: Wonderful Togbey on Building A Real Estate Empire, 75 Hard, and Credit Card Mastery
In 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 Afr...
65. RFK Jr. HHS Confirmation and Personal Stories of Vaccine Injuries
RFK 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 o...
64. Leaning Into Faith with Anita Pilalis
Bible 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 s...
63. How We Defended and Won a Real Estate Commission Arbitration
Today'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 ...
62. Refusing To Be A Victim and Doing Whatever It Takes with Mike Bednarz
Join 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 an...
61. Returning To Faith: Our First Experience Back At Church
Today'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 t...
60. How Donald Trump Pulled Off The Greatest Political Comeback Of All Time
Tune into our take on how Donald Trump and the Republicans won the 2024 election in a landslide.
58. Walking Away From The Democratic Party with Adriana
Join 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 he...
57. Surpassing $1M Net Worth Through Real Estate Investing
Jason 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.
56. Renting Tesla's on Turo: Profits, Logistics, & Cybertruck Adventures
We 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.
55: Leslie Collazo: Republican Candidate for Illinois State Representative In The 8th District
Meet 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 serv...
54. Uncovering Ideological Bias In Our Colleges & Universities
What 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 u...
53. Kamala Harris Vs Fox News, Trump’s Treatment of Women, and What Will Win The Election
Catch 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 ...
52. Unpacking Our Conservative Values And Where They Came From
Can 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 I...
51. Celebrating 50 Episodes: Real Estate Success, Personal Growth, and Authentic Conversations
Join 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 epi...
50. Unprecedented Times: The Perspective of Today's High Schooler With Kelly & Campbell
Join 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....