In this episode, Paul reflects on what generational wealth really means and questions how life insurance fits into that picture. He talks about the way many everyday people struggle to pay premiums on indexed universal life policies while still feeling financially tight, and wonders if that money might work harder in other places.

Using simple examples, Paul compares a hypothetical $500,000 life insurance policy with buying a rental property or building a portfolio of dividend-paying stocks over 25 years. He walks through how equity can grow in a house, how dividends and compounding can build a stock portfolio, and why real assets might create more usable wealth than a policy that only pays out at death.

The conversation expands into the deeper purpose of generational wealth. For Paul, it is not just numbers on a statement, but the freedom to control your time: going to grandkids’ games on a weekday, taking last-minute cheap flights for quick adventures, and letting your investments, rentals, or businesses work in the background so you do not have to clock in for someone else. He touches on business ideas like pizza or barbecue shops, the risks of rentals, and the importance of having systems and people manage your assets rather than becoming trapped by them.

Throughout, he reminds listeners that these are his personal opinions and part of his own journey of thinking differently about money, freedom, and the legacy he wants to pass on.

Keywords: generational wealth, life insurance vs investing, rental property, dividend stocks, passive income, time freedom, wealth mindset, Paul Hesch.

This content is for educational and entertainment purposes only. It is not financial, legal, tax, or investment advice. Paul is sharing his personal opinions and experiences as part of his own generational wealth journey.

In this episode, Paul walks through his personal journey of building long-term and generational wealth through stocks, dividend reinvestment, and strategic entry points. He shares his current list of companies—including AES, Barrick, Chevron, Johnson & Johnson, Target, Coca-Cola, Exxon, Nike, and several high-yield positions—and explains how he adjusts the share count to model different portfolio sizes.

Paul also explores how upcoming dividends shape monthly income projections, showing how reinvested dividends compound over time. He breaks down his thinking around target entry prices, why he prefers easing into a position instead of buying everything at once, and how he uses “one-share sampling” to keep an eye on a company’s behavior.

He introduces the wheel strategy in simple terms: selling put options at a price he already likes, getting paid while waiting, and eventually acquiring shares at a discount when the stock reaches that level. It’s one of the tools he’s considering for 2026 as he refines his approach.

The conversation stays grounded in personal experience, focusing on mindset, flexibility, and building a foundation strong enough to teach future generations.

Keywords: dividend investing, generational wealth, stock portfolio strategy, wheel strategy, options selling, Chewy stock, dividend reinvestment, long-term growth, Paul Hesch, intuitive financial journey.

This content is for educational and entertainment purposes only. It is not financial advice or professional guidance. Paul is simply sharing his personal journey and the methods he is exploring.

Disclaimer

This content is for educational and entertainment purposes only. It is not financial advice or professional guidance. Paul is simply sharing his personal journey and the methods he is exploring.

This episode is a look inside my own process as I map out a dividend-focused portfolio for 2026. I talk through the companies I keep circling back to, the weekly and quarterly payouts that interest me, and the mix of steady dividend names and bold, higher-yield positions that I think might help me build momentum. I also explore the idea of generational wealth—how small steps today may become something meaningful a few years down the road. If you’re curious about how I’m approaching all of this, come listen in. Not financial advice.