21st Century Entrepreneurship

• Brett Swarts: How to Exit Bitcoin, Real Estate, or Business Tax-Free?

  Brett Swarts is a best-selling author of Building the Capital Gains Tax Exit Plan and host of two finance podcasts. We spoke about how entrepreneurs, investors, and even Bitcoin holders can legally defer millions in taxes when selling highly appreciated assets. As founder of Capital Gains Tax Solutions, Brett has helped close over half a billion dollars in transactions.He explained why traditional tools like the Delaware Statutory Trust often fail business and crypto owners, noting, “It ties up your capital for five, seven or ten years with no diversification.” Instead, he advocates the Deferred Sales Trust (DST), based on IRS code 453, which allows sellers to act as “the bank” and only pay tax when they receive payments. He shared how one Bitcoin owner avoided a $1.85M tax hit and redirected the proceeds into a startup venture.For Brett, the real value lies in freedom and purpose. “You spent 5, 10, 20 years building your business… the government wants to take 40%,” he warned, before showing how a few hours of planning can preserve wealth, fund new ventures, and even eliminate estate taxes. This conversation offers clear, practical insight for anyone facing a major exit.Key takeawaysWhy Delaware Statutory Trusts are too inflexible for entrepreneurs and crypto ownersHow Deferred Sales Trusts use IRS code 453 to legally defer taxesReal case: $50M Bitcoin exit with $1.85M tax deferredSteps to calculate your true gain before planning a saleHow DSTs let you diversify into ventures, real estate, or stocksStrategies to reduce both capital gains and estate taxes permanently

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• Alan Porter: Can you secure $40K yearly for life?

  Alan Porter is a retired Blackhawk instructor pilot who turned to financial advising after tragic events in his family. We spoke about how his military discipline—“I knew every nut, every bolt” of the helicopters he flew—shaped his approach to protecting families from financial risk.The turning point came when his daughter-in-law used a little-known life insurance rider during her cancer treatment. “If it had not been for that, my son would be bankrupt.” Since then, Porter has focused on strategies that reduce taxes, eliminate debt faster, and create guaranteed lifetime income. He explains why “a 1% fee over 30 years will reduce your income by one-third” and how tools like fixed indexed annuities can lock in gains while guaranteeing income that lasts as long as you live.Practical examples run throughout: he shows clients how to become their own bank, cut effective interest costs of 40%+ on debt, and set up tax-free retirement buckets. His goal is to shift mindsets away from outdated conventional planning and toward structures that “protect from lawsuits, liens and judgments” while building legacies for generations.This conversation offers clear, tested ways to safeguard retirement and family finances while avoiding the hidden traps of traditional portfolios.Key takeawaysFees of 1% over 30 years can cut retirement income by one-thirdLife insurance riders can provide tax-free funds during terminal illnessFixed indexed annuities guarantee lifetime income and protect against market lossEffective interest costs on debt often exceed 40% despite low ratesBecoming your own bank compounds interest for yourself, not institutionsLegacy planning strategies can secure wealth across multiple generations

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• Adam Hager: 19 Airbnbs in a year—without owning property?

  Adam Hager is a former corporate sales professional who traded his stable 9-5 for a system of building cash-flowing Airbnbs. We spoke about how he scaled from pitching his very first landlord to managing over 40 properties while spending just “one to two hours a week max on managing.”His turning point came when he discovered Airbnb arbitrage—leasing properties and relisting them—combined with business credit to cover startup costs. “The very first person I ever pitched their property to actually said yes,” he recalled. From there, he reinvested everything, faced challenges like bad cleaners and overspending on furniture, and learned to protect against issues like unauthorized parties by building strong systems.Hager also stresses the power of co-hosting, where “you, as an investor, have $0 out of pocket” because landlords cover all costs while he manages operations. Today he mentors others on skills like pitching landlords, optimizing pricing, and hiring reliable cleaners, emphasizing that “people don’t need content, they need skill sets.” His long-term goal is financial freedom, family time, and even advancing his passion for learning languages.Listeners will walk away with a clear, tested framework for starting Airbnb income without heavy capital, plus the mindset shifts and skill sets to scale sustainably.Key takeawaysStart Airbnb without owning property using arbitrage or co-hostingUse business credit for 0% startup funding and scalingExpect early mistakes with furniture and cleaners; build systems fastLearn to pitch landlords confidently—it’s the core skill for growthAutomate operations to cut workload to 1–2 hours per weekReinvest profits strategically to expand into ownership and long-term equity

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• Ted Ryce: 5 health mistakes entrepreneurs keep making?

  Ted Ryce is a fitness coach who has spent 25 years helping entrepreneurs and executives lose fat, build lean muscle, and sustain results without extreme diets. Known for training figures like Robert Downey Jr. for Iron Man, he traces his health journey back to rebuilding himself after the tragic murder of his brother. “Physical health was the way that I was able to get back to a good place,” he says, explaining why body and mind recovery became inseparable for him.We spoke about the five mistakes that keep entrepreneurs stuck: ignoring data, overlooking fat loss, skipping consistent exercise, sacrificing sleep, and neglecting emotional health. Ryce stresses that “health is not the story you tell yourself, it's the data.” For him, fat loss is not vanity—it’s metabolic health. He emphasizes resistance training as “the best investment you can make” to stay strong and independent later in life.Practical steps include tracking body fat and blood work, prioritizing weekly resistance training, aiming for 6–7 hours of sleep, and being honest about emotional coping mechanisms. “If you want to feel great in your 70s, you can’t be an average 50-year-old,” he reminds listeners.This conversation delivers a clear framework for entrepreneurs who want to protect their long-term performance, energy, and wellbeing without sacrificing their business goals.Key takeawaysTrack body fat, blood work, and weight—don’t rely on how you feel.Fat loss is essential for improving metabolic health and preventing disease.Resistance training preserves muscle, strength, and independence as you age.Sleep 6–7 hours to support memory, fat loss, and long-term brain health.Confront emotional drivers of overwork, overeating, or alcohol use directly.Invest in health now to avoid losing freedom and mobility later.For more details and a free 30-minute Master Class, visit our website and read the article on Ted Ryce.

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• Van Tucker: Can lockers unlock new revenue streams for you?

  Van Tucker is VP of Technology Partnerships at Harbor Lockers and has been building digital platforms since middle school. We spoke about how entrepreneurs can turn everyday challenges into scalable business models by launching lean pilots, validating with customers, and adapting quickly.As he put it, “How do you take your idea and get in the field fast?” For Van, that meant starting small—five lockers in his hometown—to test use cases. From bread distribution to bag storage at nightclubs, “some of the most traction people are getting is these non-traditional use cases.” By listening to customers and embracing early feedback, he turned experiments into sustainable solutions.Van stressed that growth is rarely instant. “Everything takes a little bit longer than you expect,” he noted, urging founders to favor organic expansion over jet-fuel growth. He also highlighted the importance of hiring lean, starting with contractors, and defining core values to guide both team and customer relationships.This conversation shows how to build products that last—by solving real problems, testing quickly, and compounding small wins into lasting impact.Key takeawaysLaunch early pilots to validate ideas with real customer feedback.Use non-traditional use cases to discover hidden revenue opportunities.Keep teams lean with contractors before hiring full staff.Define core values to align hires, contractors, and customers.Grow organically to avoid unsustainable “jet-fuel” scaling.Treat business building as compounding—small wins accumulate over time.

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