Holding a winning stock can build tremendous wealth, but when one company becomes too much of your portfolio, it can also create significant risk.

In this episode, we break down concentrated stock positions, why investors become emotionally attached to their biggest winners, and what the historical data says about the risks of owning too much of a single company.

We discuss diversification, behavioral biases, RSUs and inherited stock, and why even great companies don't stay great forever. If a single stock represents a meaningful portion of your wealth, this episode will help you think more clearly about the tradeoff between future upside and protecting what you've already built.

Next episode: How we actually manage concentrated stock positions and which popular strategies we typically avoid.

If you feel like you should be getting more value than the AUM fee you're currently paying at your brokerage firm, visit https://engagewithbirchwood.com

If you feel like you should be getting more value than the AUM fee you're currently paying at your brokerage firm, visit https://engagewithbirchwood.com

After interviewing both a successful entrepreneur and his adult son, we reflect on the biggest lessons they shared about raising grounded children, teaching financial responsibility, practicing generosity, and building a lasting family legacy. In this episode, we discuss the four biggest themes that emerged:

-- Why generosity may be the most important family wealth habit
-- When (and how) parents should financially help adult children
-- How to have meaningful conversations about money across generations
-- Why money alone will never bring lasting fulfillment

Whether you're building wealth, preparing your children for inheritance, or simply trying to create stronger family values, this conversation offers practical wisdom for parents and grandparents alike.

If you've built significant wealth, one question probably keeps you up at night: Will my kids grow into capable, grateful adults?

In this episode, we hear from the adult son of a successful entrepreneur who grew up after his family experienced a major business sale. He shares what his parents did well, what shaped his character, what he wishes they'd talked about more, and the lessons he's now applying as a father himself.

We discuss parenting, money conversations, work ethic, generosity, faith, purpose, and how wealthy families can raise children who flourish—not despite wealth, but because they're intentional with it.

If you're a family with significant wealth looking to preserve both your assets and your family values, this conversation is for you.

If you feel like you should be getting more value than the AUM fee you're currently paying at your brokerage firm, visit https://engagewithbirchwood.com