Welcome to the Bespoke Audio Collection. Join our team as we unpack the choices, strategies, and structures behind generational wealth: why they matter, how we approach them, and what it takes to build something that outlasts you.
Athletes Aren’t Bad With Money. The Industry Is Bad at Respecting Them.
Why Athletes Aren’t Bad With Money
Athletes get told they’re bad with money. Elijah Blomquist, Bespoke’s first employee, says that story misses the point.
In this episode of the Bespoke Audio Collection, Claire Martin talks with Elijah about financial planning for professional athletes and why leading with “education” talks down to people who often came out of top programs on full scholarships. What athletes are usually short on is time, and an advisor who is transparent and lets them own the decisions.
What Does Financial Planning for Professional Athletes Involve?
Privacy and asset protection, and why how you title what you own matters
Jock tax: what changes when you play in multiple states
Managing the circle of managers, agents, and advisors that keeps growing
Why athletes should have room to back their own convictions
Why athletes get sold the pipe dream more than almost anyone
What athletes and first-generation entrepreneurs have in common
What Should Athletes Ask After Any Financial Pitch?
Elijah leaves listeners with one question: what’s the worst-case scenario, and how are you built to withstand it?
About the Guest
Elijah Blomquist is Bespoke’s first employee and works with professional athletes on wealth planning.
Go Deeper
Read Elijah’s article, Wealth After the Win: Financial Strategies for Professional Athletes. (https://bespokegroup.io/resource/wealth-after-the-win-financial-strategies-for-professional-athletes/)
5 Oct 2026
Community Foundation vs. Private Foundation: What Modern Donors Are Choosing
This episode is for founders who have built extraordinary value in a single generation, and for inheritors navigating the responsibility of wealth passed down to them. Host Claire Martin sits down with Nicole Taylor, President and CEO of Silicon Valley Community Foundation, to explore why more donors are choosing a community foundation over building their own private foundation and what that choice actually looks like in practice. Nicole breaks down the real difference between the two models, why donor advised funds are far more active than most people assume, and how SVCF helps donors convert complex assets — pre-IPO stock, crypto, real estate, LP interests — into charitable impact without standing up a private foundation or family office from scratch. The conversation also covers how the next generation of founders is choosing to build purpose and business at the same time, and where AI is genuinely helping (and still struggling to help) under-resourced nonprofits. Walk away with a clearer way of thinking about stewardship, one that looks at your full financial picture, not just your giving budget.
18 Sept 2026
Preparing for a Liquidity Event: How Families Build Resilience
This episode is for founders and family business owners preparing for a liquidity event: a sale, recapitalization, or IPO that turns years of work into a new chapter for the family. Co-hosts Claire Martin and Matt McClintock, are joined by Brendan Bybee and S. Craig Stone II, managing partners at Stone Bybee & Associates, who bring over 30 years combined experience helping families navigate exactly this transition.
The conversation moves through the full arc: how to prepare years ahead of a transaction, why treating succession as an ongoing process builds a stronger next generation, and how families can stay ready for whatever comes after the deal closes. Brendan and Craig share stories from their practice, including a "fire drill" exercise that helped one family build real continuity, and make the case that preserving options early gives families more strength and flexibility down the road.
Walk away with a clearer sense of how starting these conversations early, even when they're hard, helps families build resilience and confidence for the road ahead.
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