Family Wealth Blueprint Podcast

At a certain level of success, the problem is no longer just about money. It’s time erosion. In this episode, Penny DiGiovanna explores what happens when financial complexity begins to consume attention, decision-making, and quality of life.  This is why high earners, business owners, and professionals often feel like they’re managing more, not less, as their wealth grows. This isn’t about doing s...

In financially complex divorces, instability rarely begins with emotions. It begins with sequencing. When wealth is layered across real estate, private businesses, deferred compensation, and multiple entities, dividing assets without first mapping the financial structure can create hidden fragility. In this episode of The Family Wealth Blueprint, Penny explores why many costly divorce mistakes are...

Season Two, Episode One In this opening episode of Season Two, Penny DiGiovanna explores how modern wealth builders can move beyond traditional financial planning toward a more integrated, design-driven approach to managing complexity. As wealth grows, decision-making shifts. The challenge is no longer individual recommendations, but how strategy, advisors, businesses, real estate, and multiple en...

In this special Season 1 finale, Penny DiGiovanna reflects on what she’s learned from a year of conversations about legacy, wealth, and family governance. From second marriages and blended families to business transitions and inheritance dynamics, this episode looks back at the themes that shaped the first season of The Family Wealth Blueprint Podcast — and forward to the frameworks that will defi...

A Tale of Two Inheritances What makes the difference between a smooth wealth transfer and a family crisis? In this episode of the Family Wealth Blueprint Podcast , Penny DiGiovanna shares a “tale of two inheritances.” One story highlights the issues that can occur when documents are outdated and communication is missing especially when an unexpected death occurs. The other shows how proactive plan...

In this episode of The Family Wealth Blueprint Podcast , Penny shares Rachel’s story: a successful entrepreneur who built a real estate portfolio and finds herself navigating the complexities of divorce. On the surface, it looked like success. Underneath, the lack of coordination between her advisors, outdated estate documents, and absence of protection strategies exposed her wealth and family to...

In this episode of The Family Wealth Blueprint , Penny shares the cautionary story of the Millers—a family who lost more than a loved one when their business-owning patriarch passed away.  Without clear succession planning, governance, or communication, their family and business were left scrambling. Penny explores what went wrong, why human and intellectual capital are just as vital as financial...

In this episode, we explore what family wealth planning really looks like at Financial Planning By Design. This isn’t just about money—it’s about people, purpose, and the kind of legacy that holds meaning across generations. I’ll introduce you to our signature process, the Family Wealth Blueprint , and how it serves as a strategic guide for families who want to move forward with clarity, collabora...

In this debut episode, Penny Di Giovanna shares the story of a successful second-marriage couple who blended their lives—but not their finances. He owns multiple businesses.  She’s a high-earning executive with real estate assets.  They’ve built a beautiful life together—yet they’re financially exposed, with outdated wills and no coordinated plan. This isn’t rare. It’s a trap. In today’s episode,...