Wealth Concentration to Weekend Plans: Retirement Prep and Financial Literacy for Heirs

What happens when your net worth is concentrated in a single asset—like a family business—and you want to diversify without triggering a big tax bill? In this episode, we talk through real scenarios from clients navigating legacy planning, lifestyle transitions, and wealth transfer decisions. We cover strategies for reducing concentration risk using gradual sales, ESOPs, and hedging tools like options, along with ways to balance liquidity and long-term planning.

We also explore how to prepare emotionally and practically for retirement when the structure of work disappears but the desire for purpose remains. From part-time transitions to extended travel and volunteering, we discuss how to “test drive” your next chapter. Then we turn to a common concern: how to gift generously to your kids each year without creating entitlement. We talk strategies like matching gifts, incentive trust planning, and building strong financial literacy to support lifelong responsibility and independence.

And this week’s special segment is a bonus question from a long-term client: what happens if you accidentally over-contribute to your retirement accounts after receiving a large bonus?

Have a burning finance question we should discuss in the next episode? Email us at [email protected]