Hosts Riccardo Stewart, Jeff Locke, Zach Miller, and Sam Acho call the plays on one of the toughest challenges in wealth: sustaining it for generations. They break down what the stats really say—among families with $30M+ in assets, only 30% successfully hand wealth to their kids, and just 10% to grandkids. Through the lens of the athlete as CEO, the team outlines what it really takes to keep the family scoreboard lit for decades to come: real strategy, meaningful stewardship, and a clear sense of legacy.

Key Highlights

• Among families with $30M or more, only 30% pass wealth to children and a strikingly low 10% to grandchildren—true multi-generational success is rare without focused planning.
• Estate tax is a real opponent: with an exemption around $15 million, any amount over that mark is taxed at 40%, making careful planning essential to keeping more in the family line.
• Stewardship goes beyond asset transfers and focuses on fostering family governance by consciously preparing children and grandchildren to lead, protect, and grow family resources.
• Purpose-built trusts help fund education, provide first-home down payments, and deliver seed capital for new businesses, offering a runway for each generation to take meaningful first steps.
• Establishing private family foundations allows each generation to give back and actively manage the family's impact over time, keeping values and stewardship at the center of the legacy.
• At this level of wealth, a family office becomes essential, acting as a coordinated team to oversee everything from investments and tax to estate design and next-generation guidance.

This week, Riccardo Stewart is joined by Jeff Locke, Zach Miller, and Sam Acho to lay out the real strategy behind turning an NFL contract into generational strength. Using Brock Purdy’s $265 million deal as the case study, the team walks through the “Create, Capture, Convert” playbook—revealing what truly separates short-term paydays from enduring family legacy. With firsthand stories from both the field and the front office, the hosts get tactical on tax, cash flow, philanthropy, and what it means to run your wealth like a pro—team, systems, and all.

Key Highlights

• The “Create, Capture, Convert” playbook: How elite athletes turn physical, social, and intellectual capital into contracts, then steward after-tax dollars through every stage of wealth.
• The 50-40-10 rule and tax strategy: Inside the real cost of California residency—why a $265 million contract means careful tax planning, year-over-year strategies, and the massive value of location.
• Sustainable spending and cash flow management: The path to spending $3–4 million a year with confidence—if the right team, structure, and discipline are in place.
• “Money is just a magnifier”: Sam Acho’s story-driven reminder that bigger checks only amplify habits—making intention and stewardship more important than ever.
• Philanthropy with purpose: Using private foundations and direct giving to create impact, and lessons on making every dollar count.
• Why a family office is built for the big leagues: The difference between a transactional advisor and an integrated front office, delivering alignment, access, and true multi-generational coaching.

Riccardo Stewart, Jeff Locke, Zach Miller, and Sam Acho gather in the front office to tackle the big question facing every pro: you’ve built your value—how do you really capture it? They pull back the curtain on high-stakes negotiations, using the Brock Purdy contract as a case study. Jeff breaks down why the numbers on NFL deals rarely tell the full story, especially compared to MLB and NBA. Zach and Sam get specific, explaining the split between truly guaranteed money and what’s just ink on paper—then show how players can turn presence and connection into off-the-field wins. Between anecdotes from inside CBA talks and clear advice on reading the business, the team lays out the game plan for pros and their families to run their own huddle—and stay ahead of the league.

Key highlights

• What it means to run your career like an “Athlete CEO,” with the field as only part of the equation.
• Why only 20 out of 43 active NFL contracts over $100M are fully guaranteed, compared to every deal that size in the MLB (68) and NBA (82)—and what that means when negotiating as a pro.
• A close look at Brock Purdy’s contract: signing bonuses, real guarantees, “outs” for the team, and the importance of securing more value early, not just on paper.
• How relationships in your city and community create real off-the-field value—think partnerships, sponsorships, and trust beyond stats.
• Firsthand accounts from CBA negotiations: how owners approach contracts, what’s really said in the back room, and why understanding the league’s view is essential for every athlete.
• The bottom line for players and families: study the playbook, know your leverage, and get every piece you’ve earned—on and off the field.