Generational Gains
by Greg Herlean
You May Have Retirement Money Sitting Somewhere You Forgot About |…
About this podcast
Welcome to Generational Gains - where two perspectives, seasoned experience, and youthful ambition, come together to offer an enriching blend of insights. Dive deep into the world of entrepreneurship, real estate, and personal growth with father-son power duo, Greg and Carson Herlean.
Greg, with an astonishing track record of transacting over $1 billion in real estate and the founder of Horizon Trust, brings wisdom from years of steering people towards taking charge of their retirement through smart financial strategies. His expertise in self-directing IRAs and retirement accounts is unparalleled.
On the other hand, his prodigious son Carson, all of 20 years old, is not far behind. Having built businesses that already boasts multiple six-figure revenues, he embodies the spirit of young entrepreneurship and the limitless potential of the new generation.
Generational Gains is more than just a business podcast. It's a treasure trove of experiences, from the trials and triumphs of a seasoned entrepreneur to the fresh challenges and innovative solutions from a young mogul-in-the-making. Together, they delve into the art of setting transformative goals, maneuvering through life's challenges, boosting one’s income, and fostering a growth mindset that drives success in both life and business.
Tune in for their heartwarming anecdotes and actionable advice. Whether you're a budding entrepreneur, an established business owner, or someone looking for a spark of motivation, Generational Gains promises a journey of continuous learning, self-improvement, and inspiration. Embark on this entrepreneurial voyage with the Herleans and discover the secret sauce to building generational wealth and wisdom.
Episodes
The newest 20 of 50 episodes
- You May Have Retirement Money Sitting Somewhere You Forgot About | Generational Gains Ep. 50 · 18 min · Season 1 Episode 50What if you have retirement money sitting in an old 401(k) or IRA — and you don’t even realize what you can do with it? In Episode 50 of Generational Gains, Greg and Carson…
- The First 5 Years of Retirement Can Make or Break You | Generational Gains Ep. 49 · 21 min · Season 1 Episode 49You can spend 30 years building your retirement nest egg and still run into serious trouble in the first few years after you stop working. In Episode 49 of Generational Gains…
- Is College Still Worth It in the Age of AI? The American Dream Is Changing | Episode 48 · 23 minAI is changing the way we learn, work, build businesses, and potentially even how we define success. In Episode 48 of Generational Gains, Greg and Carson Herlean debate what they…
- The Economy Is Getting Worse... Should You Find a Business Partner? | Generational Gains Ep. 47 · 20 min · Season 1 Episode 47The economy has slowed, real estate investors are feeling the pressure, and many business owners are searching for ways to free up cash flow and survive the next six to twelve…
- The Retirement Risk No One Plans For | Generational Gains Ep. 46 · 20 min · Season 1 Episode 46In Episode 46 of Generational Gains, Greg and Carson break down the biggest takeaways from their live webinar on retirement income planning and the strategy Carson calls the…
- The Truth About Business in 2026: What the Smartest Entrepreneurs Are Doing Right Now | Generational Gains Ep. 45 · 22 min · Season 1 Episode 45In this episode of Generational Gains, Greg and Carson break down their biggest takeaways from a recent Boardroom mastermind with over 250 business owners from around the…
- The Smarter Way to Invest in 2026 (Real Examples) | Generational Gains Ep. 44 · 20 min · Season 1 Episode 44In this episode of Generational Gains, Carson and Greg break down real conversations with clients this week — and the biggest investing mistake they see over and over again…
- How to Protect Your Retirement Income From Market Crashes (Volatility Buffer Explained) | Generational Gains Ep. 43 · 28 min · Season 1 Episode 43In Episode 43 of Generational Gains, Greg and Carson break down one of the most overlooked parts of retirement planning: Most advisors help you climb the mountain (accumulation)……
- 3 Years Into Infinite Banking: Real Policy Numbers Most People Never See | Generational Gains Ep. 42 · 30 min · Season 1 Episode 42In Episode 42 of Generational Gains, Carson walks through a real client’s Infinite Banking policy — showing exactly how it looks 3 years in, how it was originally illustrated…
- How I Built a Wealth System at 23 (My Real Story & Banking Strategy) | Generational Gains Ep. 41 · 20 min · Season 1 Episode 41In Episode 41 of Generational Gains, Carson shares his full personal story — how he went from a middle-class upbringing, losing money in the stock market, and questioning the…
- The Biggest Mistake People Make With Life Insurance | Generational Gains Ep. 40 · 22 min · Season 1 Episode 40In Episode 40 of Generational Gains, Carson Herlean breaks down one of the most misunderstood topics in the Infinite Banking world: policy illustrations. Too many people treat…
- This Strategy Pays for Vacations, Taxes & Retirement | Generational Gains Ep. 39 · 21 min · Season 1 Episode 39What if you could save money, use it, and still have it grow — all at the same time? Welcome to Generational Gains Episode 39, where Carson and Greg Herlean break down how the…
- The One Word That’s Keeping You Broke | Generational Gains Ep. 38 · 12 min · Season 1 Episode 38If you want more money, success, and peace — you need to stop saying one word. It’s not what you think. It’s “should.” In this episode of Generational Gains, Carson Herlean goes…
- The Market Is Weird — Here’s the Truth No One’s Saying… | Generational Gains Ep. 37 · 21 min · Season 1 Episode 372025 feels weird. The market’s shaky, banks are tighter, real estate is slowing — and behind the scenes, even experienced entrepreneurs are struggling. In this real and…
- How to Survive the Crash (Most Won’t) | Generational Gains Ep. 36 · 20 min · Season 1 Episode 36People are hurting. Businesses are failing. Real estate is frozen. In this urgent and brutally honest episode of Generational Gains, Carson and Greg Herlean reveal the truth…
- You’re Financing Everything… Whether You Know It or Not | Generational Gains Ep. 35 · 16 min · Season 1 Episode 35You’ve been taught to save up, spend wisely… and maybe invest what’s left. But what if that advice is broken? In this solo episode of Generational Gains, Carson Herlean breaks…
- How to Get Lucky with Life Insurance (It’s Not What You Think) | Generational Gains Ep. 34 · 21 min · Season 1 Episode 34In this solo episode of Generational Gains, Carson Herlean dives deep into a misunderstood financial tool: whole life insurance. But this isn’t your typical “life insurance…
- Starting a Business in Your 20s vs 40s: What We Wish We Knew | Generational Gains Ep. 33 · 21 min · Season 1 Episode 33What’s it really like to start a business in your 20s vs your 40s? In this raw, real episode of Generational Gains, father-son duo Greg and Carson Herlean open up about the truth…
- How Great Leaders Are Made | Generational Gains Ep. 32 · 22 min · Season 1 Episode 32In this special beachside edition of Generational Gains, Greg and Carson Herlean reflect on powerful lessons from their own experiences and recent reads—centered around what…
- IBC vs. Self-Directed IRA: The Ultimate Wealth Debate | Generational Gains Ep. 31 · 21 min · Season 1 Episode 31In this episode of Generational Gains, Greg and Carson Herlean dive into the great debate: Infinite Banking Concept (IBC) vs. Self-Directed IRA. Which strategy truly builds…







