The Parentreneur Podcast

Jake Haynes

Quick, actionable advice for parents growing a business and a family.

  1. Jul 31

    She Interviewed 99 of the World's Most Successful Entrepreneurs (And Their Parents)

    At this point, she has interviewed hundreds of founders. Founders like YouTube, Under Armor, TOMS, League of Legends, plus the director of Wicked. Then she interviewed their parents. And she found that nearly all of them were raised the same way. Margot Machol Bisnow is the author of Raising an Entrepreneur: How to Help Your Children Achieve Their Dreams — 99 Stories from Families Who Did (2nd edition). Former FTC Commissioner. Her son Elliott founded Summit, the network that connected a generation of founders. In this episode, she breaks down exactly how to raise successful kids — the pattern behind 99 entrepreneurs from every race, income level, and family structure. What You'll Learn: -The one sentence nearly all 99 entrepreneurs said about their parents -The 2 parenting mistakes that stop kids from becoming entrepreneurs -"Rules on small things, freedom on big things" — the parenting structure behind resilient kids -How to build grit and resilience in your kids (practical, not theoretical) -Her surprising answer on the best business ideas for kids -What she'd do differently raising her own kids -The one finding across all 99 families that shocked her most The Reality: Most parents push the path that worked 30 years ago: good grades, good college, safe job. The families who raised founders did something completely different, and it's replicable. 0:00 — 99 entrepreneurs, one pattern 2:59 — Inside Raising an Entrepreneur: 99 stories, every background 5:54 — "Someone believed in me" — what every founder said 8:53 — Why good grades don't predict success anymore 11:51 — Her son dropped out, cold-called 18 founders, and built Summit 15:05 — How to raise successful kids: find the spark 18:04 — The Blue Bottle founder's story: adversity as a teacher 21:09 — The 2 parenting mistakes that stop entrepreneurial kids 23:57 — What to say when your kid fails 26:59 — Redefining success: freedom over money 32:23 — Why NOT knowing your kid's field is an advantage 34:22 — How to guarantee your kid never takes a risk 37:16 — Raising curious kids (the trait behind every founder) 39:24 — Rules on small things, freedom on big things 43:13 — Best business ideas for kids (her surprising answer) 46:30 — Her biggest parenting regret: chores 49:22 — Why kids need space to think (no screens) 51:39 — The finding across all 99 families that shocked her 55:25 — Where to find Margot + the book Perfect for: Parent entrepreneurs raising the next generation, parents of kids with an obsessive passion, anyone deciding between the "safe path" and supporting what their kid actually loves. Find Margot: raisinganentrepreneur.com — book available in hardcover, Kindle, and Audible (read by Margot). Make sure it's the 2nd edition. https://a.co/d/0eMY0pEM Connect with her on LinkedIn: https://www.linkedin.com/in/margot-machol-bisnow-a29550b5/ Her Instagram: https://www.instagram.com/margotbisnow/?hl=en Got questions about raising entrepreneurial kids while building your own business? 📧 Email: parentreneur@gmail.com Topics: how to raise successful kids, raising entrepreneurial kids, parenting for grit and resilience, business ideas for kids, raising an entrepreneur, parent entrepreneur, entrepreneurial parenting

  2. 07/29/2025

    Profitable Side Hustle vs Full-Time Job I Love - Which Path Should I Choose? (Dad of 4)

    Episode 15: Profitable Side Hustle vs Full-Time Job I Love - Which Path Should I Choose? (Dad of 4) TJ Newell is living every parent entrepreneur's dream scenario - and it's more complicated than you think. Here's his situation: His design agency Mocky is pulling in 4 figures monthly working just 3 hours a day. He's got 5 solid clients, great margins, and 50+ warm referrals ready to convert. The path to replacing his income is crystal clear. But here's the twist: He genuinely loves his full-time job at Bradley Mountain. He walks to work in our shared small town, builds culture with his closest friend, and finds deep fulfillment in the work. The challenge? Choosing between scaling a profitable business that could set his family up financially or staying committed to work that feeds his soul - even if it means leaving money on the table. What You'll Learn: How TJ built a profitable design agency in just 3 hours a dayWhy constraints actually create more sustainable businessesThe real reason most entrepreneurs struggle to delegate salesHow to systematize fulfillment when you're capacity-constrainedThe psychology behind "analysis paralysis" when both options are goodFramework for making major life decisions as a parent entrepreneurThe Reality: Sometimes the hardest decisions aren't between good and bad, but between two different types of fulfillment. TJ's story challenges the typical "quit your job to chase your dreams" narrative. Perfect for: Parent entrepreneurs weighing side hustle vs full-time work, anyone struggling with "good problem" decisions, designers/creatives building service businesses, parents trying to balance multiple priorities. You can find TJ & Mocky Design at:https://www.mockycreative.com/ They help "...sales Individuals and teams reduce time-to-close with quick-turn mockups" Got questions about balancing profitable side hustles with fulfilling work?📧 Email: ⁠parentreneur@gmail.com⁠📞 Voicemail: (615) 628-7196 Topics: Side hustle scaling, design agency business model, parent entrepreneur decisions, work-life integration, small town entrepreneurship, constraint-based business building Music by FASSounds from Pixabay

  3. 07/03/2025

    From Addict to Pastor to Startup Founder: A Device That Could Change Potty Training Forever

    Episode 14: From Addiction to Pastor to Startup Founder: A Device That Could Change Potty Training Forever From a rough upbringing battling addiction to finding faith as a pastor to now launching Gammit Tech, Troy Fink's story proves it's never too late to start over. But here's what makes his journey unique: He's not just changing his own life. He's solving a problem every parent faces with a potty training device that could revolutionize how kids learn this crucial milestone. The challenge? Balancing being a full-time employee, pastor, while raising 3 kids, AND getting a startup off the ground. What You'll Learn: -How Troy went from addiction to finding his faith and purpose -The "aha moment" that sparked his potty training device idea -Why he calls entrepreneurship "redemptive" after his past struggles -The real process of getting the Loovy manufactured and patented -How he manages time between pastoral duties, family, and startup life -Startup funding vs crowdfunding- Practical advice for juggling multiple responsibilities while building a business The Reality: Troy proves that your past doesn't define your future, and the problems you've solved in your own life often become your greatest business opportunities. Whether you're a parent struggling with potty training, someone looking for redemption through entrepreneurship, or juggling multiple roles while chasing a dream - Troy's story will inspire and challenge you. Perfect for: Parent entrepreneurs with demanding schedules, anyone seeking redemption through business, parents looking for innovative solutions, pastors/ministry leaders considering entrepreneurship. You can find Troy & his product, the Loovy, at: @gammittech www.goloovy.com @goodfinking @pastortroyfink Got questions about balancing multiple roles while building a business?📧 Email: parentreneur@gmail.com📞 Voicemail: (615) 628-7196 Topics: Redemptive entrepreneurship, hardware startups, potty training innovation, faith and business, time management, overcoming addiction, pastoral entrepreneurship, product development, manufacturing

  4. 06/27/2025

    Make These 2 Financial Decisions Today or Never Start Your Business

    -Episode 13: Make These 2 Financial Decisions Today or Never Start Your Business Most aspiring parent entrepreneurs think they need perfect timing or tons of money to start a business. The truth? You need the RIGHT financial foundation, not the biggest one. We made two critical financial decisions years before starting our businesses that made entrepreneurship possible - even after 4 layoffs in 2.5 years. What You'll Learn: -Why we didn't go crazy on budgeting (focused on increasing income instead) -Our conservative investment strategy that created business freedom -How we stayed "under" on houses, cars, and major purchases -The HELOC strategy that gave us a safety net (with real numbers) -Why most people find stability and stay stuck-How to leverage your skills for higher-paying jobs continuously -The career progression that's possible even in terrible job markets -Real calculations of what our spending could have been vs. what it was The 2 Decisions: -Conservative Spending - Always under what calculators suggested, buying what we could afford at half our income--Aggressive Income Growth - Continuously pursuing higher-paying positions and skill development Perfect for: Aspiring parent entrepreneurs who feel financially trapped, anyone thinking they need to wait for "enough" money, people wanting to build business launch capital while employed. The reality: You can't budget your way to wealth, but you can build the foundation for business freedom. Got questions about preparing financially for entrepreneurship?📧 Email: parentreneur@gmail.com📞 Voicemail: (615) 628-7196 Topics: Financial planning, business preparation, conservative spending, income growth, parent entrepreneur finances, startup funding, business

  5. 06/17/2025

    The AI Future No One Talks About (Best-case to Worst-case Opportunities)

    Episode 12: The AI Future No One Talks About (Best-case to Worst-case Opportunities) Everyone's either panicking about AI taking all our jobs or hyping it as the solution to everything. The truth? Neither extreme is right. As parent entrepreneurs, we need a realistic view of what's actually coming and how to position ourselves for it. What You'll Learn: The hidden AI opportunity everyone's missing (human-only businesses)Why AI may create more jobs than it destroys (history repeats itself)Why "computers + people" beats "computers replacing people"The new industries AI will create (like IT did for computers)Best-case scenario: How parent entrepreneurs win bigWorst-case scenario: We all become creators (not as bad as it sounds)The real AI problems no one mentions (hint: it lies to you)Key Takeaway: This isn't about fearing AI or blindly embracing it. It's about understanding the real opportunities and positioning your family's future accordingly. Perfect for: Parent entrepreneurs wondering how AI affects their business plans, anyone tired of AI hype vs doom predictions, entrepreneurs looking for contrarian opportunities. Bottom line: While everyone else is either running from AI or chasing every AI tool, smart parent entrepreneurs will find the opportunities others are missing. Got questions about AI, entrepreneurship, or balancing business with family? We'd love to help! Send us your questions:📧 Email: parentreneur@gmail.com📞 Voicemail: (615) 628-7196

  6. 06/14/2025

    4 Kids, 2 Businesses, & a Time-Management Strategy to Manage It All

    Episode 11: 4 Kids, 2 Businesses, & a Time-Management Strategy to Manage It All How do we actually run two separate businesses while raising four boys? This episode breaks down our real, unfiltered daily schedule - from 6:50 AM wake-ups to late-night work sessions. What You'll Learn: -Our exact daily schedule managing 4 kids + 2 businesses -How we tag-team parenting and entrepreneurship -Why chaos actually prepares you for entrepreneurship -How we structure our day -How to pivot when the day doesn't go as planned Key Takeaways: This isn't about having it all figured out - it's about embracing the beautiful disorder and finding opportunity in the chaos. You'll hear about client calls with crying babies, toddlers turning living rooms into jungle gyms, and the reality that some days are smooth while others are complete mayhem. We pass kids and responsibilities back and forth all day, work during naps, and strap curious toddlers to our backs while cooking dinner. This is what parent entrepreneurship actually looks like. Perfect for: Parent entrepreneurs wondering how others make it work, families considering starting businesses together, anyone trying to balance multiple priorities with young kids. The bottom line: Parenthood doesn't disqualify you from entrepreneurship - it prepares you for exactly the kind of chaos that business throws at you. Topics Covered: Daily schedules, time management, family business dynamics, working with babies, parent entrepreneur strategies,

  7. 06/06/2025

    4 Layoffs in 2.5 Years- Then This Happened

    Episode 10: From 4 Layoffs to $218k - The Non-Linear Path to Business Success After getting laid off for the 4th time in 2.5 years as a dad of 4, I knew something had to change. This episode is the complete, unfiltered story of how I went from corporate instability to building a business that generated $218k in just 4.5 months. What You'll Learn: The exact timeline from layoff #4 to business breakthroughWhy my first business idea failed and what I learned from itThe non-linear iteration process that led to finding the right business modelWhat I did right vs. what I would do differentlyThe specific mistakes you can avoid in your own journeyHow I validated a business model that was actually worth the effortKey Takeaways:This isn't a "quit your job and get rich quick" story. It's about the messy, non-linear reality of building something while supporting a family. You'll hear about the false starts, the pivots, the moments of doubt, and the breakthrough that changed everything. Perfect for: Parent entrepreneurs, anyone dealing with job instability, aspiring business owners looking for real (not Instagram-perfect) success stories. Timeline covered: Corporate layoffs → initial business ideas → iteration and failures → finding the right model → 0 to $218k growth Real lessons from real mistakes. No sugar-coating, just the truth about what it takes to build a business as a parent. 🔔 Subscribe now for weekly insights on parenting, entrepreneurship, and building a thriving family business! Have a question? Email us at ⁠parentreneur@gmail.com⁠ or leave a voicemail at (615) 628-7196 to join the conversation.

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Quick, actionable advice for parents growing a business and a family.