Advertise on podcast: Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights

Send us Fan Mail A former NFL offensive lineman who once weighed 325 pounds now runs a tech company involved in buying and selling European football clubs worldwide. He breaks down the risk-taking and network-building that fueled his transition from the league into business, why mentorship is the ultimate cheat code, and how growing up with a single mother shaped his definition of purpose.  Family Office Club has run 300+ events over 19 years, building the world's largest family office investor community.  What's one risk you took that changed the trajectory of your career? About the speaker: Parker Graham is the founder and CEO of Vestible, a pioneering platform that is redefining how professional sports clubs raise capital and how everyday investors participate in sports ownership. With a background that uniquely bridges athletics, wealth management, and institutional finance, Parker brings an unmatched perspective to one of the most compelling opportunities in global sports: opening the ownership table to a wider world without asking clubs to sacrifice control or culture. Parker and his team have worked closely with club owners, front-office executives, and ownership groups across Europe to design investment structures that are compliant, scalable, and aligned with each club's goals—while giving investors a regulated, transparent way to buy into the future of professional sports organizations. Under his leadership, Vestible has built the first regulated investment platform enabling professional clubs to raise capital, while giving investors the ability to buy, hold, and sell a stake tied to a club's future sale outcome. Before founding Vestible, Parker led ventures at the intersection of fintech and capital markets after a successful career in college and professional athletics. After his playing days, he transitioned into the financial world, where he spent years as a wealth advisor to high-net-worth families and institutions. He specialized in alternative assets, complex investment structures, and philanthropic giving strategies. That intersection—private capital, professional sports, and the investors who've always been locked out of both—ultimately inspired Vestible to be what it is today. https://familyoffices.com/

Send us Fan Mail Saeed Amidi is a seasoned investor and executive with more than 30 years of experience building businesses across real estate, bottled water, packaging, and technology investing. In this exclusive interview, Richard C. Wilson sits down with Saeed to explore his journey from entrepreneur and family business executive to one of the leading figures in global startup investing. Saeed shares the story behind Plug and Play and the Palo Alto building that became known as the "Lucky Building," where early-stage startups included companies and founders such as Google, PayPal, Logitech, and Danger. The experience gave Saeed a unique perspective on the potential of emerging technology companies and the opportunity to invest in the next generation of founders. Founded in 2006, Plug and Play has since worked with more than 90,000 startups, made more than 2,000 investments, and backed more than 30 unicorns, including Dropbox, PayPal, LendingClub, N26, and Honey. Saeed also discusses his famous $100,000 investment in Dropbox, which ultimately returned $36 million; how he evaluates founders and startups; the importance of domain knowledge and execution; and why he believes artificial intelligence could create one of the biggest productivity shifts in modern history. The conversation also explores corporate venture capital, university startup programs, AI, family offices, building relationships with leading entrepreneurs and CEOs, and Saeed's vision for the next decade of technology and innovation. In this interview: • Saeed Amidi's 30+ year entrepreneurial and investment journey • The story behind Plug and Play and the "Lucky Building" • The $100,000 Dropbox investment that returned $36 million • How Saeed evaluates founders and startup investments • AI and the future of productivity • Corporate venture capital and global innovation • Building relationships with founders, CEOs, and investors • University startup programs and emerging technologies • Family offices, venture capital, and diversification • Saeed's vision for the next 10 years Interviewed by Richard C. Wilson, founder of Family Office Club. Subscribe for more conversations with leading entrepreneurs, investors, family offices, founders, and business leaders. Website https://billionaires.com/ https://familyoffices.com/

Send us Fan Mail A 12-year MLB veteran turned insurance executive at the world's third-largest broker shares what family means to him, the mental game behind elite performance, and what he wishes he'd known about financial literacy before going pro. Backed by 19 years and 300+ events,  Family Office Club connects investors and operators across every industry. Join our 16-million-member network.  What's one piece of advice you'd give parents raising the next generation of athletes? About the speaker: Mike O’Connor is a former Major League Baseball pitcher who played for the Washington Nationals and New York Mets. After earning his Finance degree from George Washington University in 2002, Mike was drafted in the 7th Round by the Montreal Expos and went on to enjoy a 12-year professional career before retiring in 2014. Today, Mike leverages his competitive spirit and financial expertise to serve ultra-high-net-worth families, business owners, and sports & entertainment clients nationwide. He specializes in designing tailored Property & Casualty insurance solutions that protect complex assets and lifestyles. Mike is part of Gallagher, the world’s 3rd largest insurance brokerage, with $13B in revenue and 71,000 employees globally. He lives in Washington, DC with his wife and two children. https://familyoffices.com/

Send us Fan Mail Coming from a family of Olympic and professional athletes, this founder pivoted from a wellness travel startup that couldn't scale into a golf-focused booking platform, now partnered with major names in the golf industry, solving the fragmented process of booking hotels, tee times, and events in one checkout.  Family Office Club has spent 19 years building the world's largest family office investor community, 16 million members strong. See how founders like this one connect with capital.  What similarities do you see between elite athletes and elite founders? About the speaker: Muirgheal Montecalvo is a travel technology entrepreneur and the Founder and CEO of Vacayou and TripFusion. With a career spanning leading digital platforms, including the launch of Expedia, CitySearch, Fishbowl, and Groupon, she has spent decades building and scaling online marketplaces in travel and hospitality. In 2019, she founded Vacayou, a wellness travel platform that evolved into TripFusion, the real-time booking infrastructure powering golf, sports, wellness, and event travel. Her work sits at the intersection of the $40B golf travel market and the broader $1.6T global sports economy, where TripFusion enables travelers to instantly build and book complete experiential trips in a single transaction and receive instant confirmations. https://familyoffices.com/

Send us Fan Mail A former professional basketball player who competed overseas in Germany opens up about the discipline that built his career, the financial mistake that cost him early on, and his next chapter: launching an NIL academy and performance facility in Los Angeles alongside a former Laker, plus a docuseries following young athletes through the realities of Name, Image, and Likeness deals.  Family Office Club has hosted 300+ events over 19 years connecting builders like this with capital. Explore our community of 16 million members. What's the biggest financial lesson you learned the hard way? About the speaker: Bryant Burton is a former professional basketball player who competed internationally with Bayer Giants Leverkusen in Germany. Leveraging his experience as an athlete, he is now the Founder of Athlete By Design, a sports, media, and technology platform focused on building the infrastructure for the modern athlete. https://familyoffices.com/

Send us Fan Mail A family relations director explains how staying disciplined in one investment lane can also mean missing generational opportunities like early AI bets, and why bringing the next generation in as genuine innovation partners (not just heirs) is what keeps multi-generational wealth resilient. The panel closes with the fee-structuring reality of when to pay $2,000-an-hour specialists versus mid-range project managers, and the one rule every operator on this panel was taught on day one: don't lose money. Family Office Club has connected 16M+ members and facilitated $1B+ in transactions over 19 years and 300+ events, built on exactly this kind of hard-won operating wisdom. What's the one rule you were taught before you managed your first dollar of someone else's capital? https://familyoffices.com/

Send us Fan Mail A trust and estates attorney explains why so many wealth holders set up asset protection or estate tax planning trusts and then quietly break the rules that make them work, plus the governance failures (no family council, no investment policy statement) that wreck multi-generational wealth long before any lawsuit does. You'll also hear the real net worth thresholds (roughly $250M to start a single family office, $750M-$1B before hiring an internal CIO) that determine when a family actually needs this structure. Family Office Club has spent 19 years building the operating playbook for family offices at every stage, from first hire to billion-dollar CIO teams, across 300+ events and 16M+ members. Does your family have a written investment policy statement? Most don't. https://familyoffices.com/

Send us Fan Mail A family office investor explains why a 1970s multifamily deal in Dallas looks identical to one in Houston or San Antonio, and why having an actual investment thesis (not just chasing AI or the herd) is what separates sponsors who get funded from sponsors who get ignored. Real examples include an industrial outdoor storage thesis built around inflation uncertainty. Family Office Club's community has closed over $1B in transactions across our 16M+ member network because operators here learn to think like allocators, not just pitch like fundraisers. If you had 60 seconds with a family office investor, could you explain your thesis without using the word "AI"? https://familyoffices.com/

Send us Fan Mail A family office investor breaks down why humility beats overconfidence every time a sponsor walks in the door, including the real story of a first-time textile mill conversion that nearly got rejected on the spot. You'll hear exactly how trusted-source referrals and co-investment due diligence sharing speed up decisions across multiple family offices at once. Family Office Club has hosted 300+ events over 19 years connecting 16M+ registered members with the operators and capital allocators who move real deals. This is the kind of conversation that happens at every one of our events. What would make YOUR deal stand out in a room full of skeptical allocators? https://familyoffices.com/

Send us Fan Mail Coming into serious wealth changes everything. But almost nobody tells you the right things at the right time. In the closing segment of this Single Family Office Summit panel, four principals share what they actually wish someone had told them - and the answers are not what you'd expect. One panelist explains why vulnerability is the fastest path to real trust, and why he acts first before asking investors for anything. Another issues a challenge to rethink pain: wealth creates comfort, comfort creates complacency, and complacency quietly erodes what built the fortune in the first place. A 45-year veteran makes the case that not everyone who comes into wealth should build a family office - and that the technology now exists to get all the benefits without the infrastructure. And a multifamily office founder argues that the first question has nothing to do with investing at all: Who are you? What are your values? What does this money give you the freedom for? The moderator closes with a standard he has used for 11 years: unless you're somebody he'd leave his kids with, trust isn't on the table. That's the bar. Family Office Club has hosted 300+ investor events over 19 years, with 16 million registered members and over $1 billion in community transactions. FamilyOffices.com If you came into wealth tomorrow - what's the first thing you'd do? https://familyoffices.com/

Send us Fan Mail Richard C. Wilson runs a live Capital Raising Hot Seats webinar, giving real-time feedback to Family Office Club members on investor relations, pitch decks, deal structures, and capital raising strategy. Family Office Club by the numbers: 4 Family Office Super Summits per year, 12 Family Office Masterminds, 50 in-house AI tools built for members, and $1B+ in member deals closed. In this session, Richard covers: Why in-person trust still beats digital outreach for closing dealsHow to source higher-quality deal flow by positioning yourself in the right roomsReal examples of funded deals from single phone calls and cold reach-outsWhat "no response" from an investor actually means (and why it's rarely personal)How members customize Family Office Club's AI tools for due diligence and deal structuring Join Family Office Club at the Silicon Valley Summit (Sunnyvale, CA, September 24th) or our Advanced Deal Structuring Mastermind Series running in October across Los Angeles, Dallas, New York, and Fort Lauderdale. Learn more and become a member: https://FamilyOffices.com #FamilyOfficeClub #CapitalRaising #DealStructuring #FamilyOffice #InvestorRelations https://familyoffices.com/

Send us Fan Mail Everybody wants to do business with family offices. Almost nobody understands what actually builds trust with them. This panel goes deeper than the usual advice. One of the moderators opens with a story from Milken - a capital raiser so focused on the opportunity, he forgot to wash his hands. He lost the room before he opened his mouth. From there, four family office principals break down what trust actually looks like from their side of the table. A 45-year veteran of the national family office space explains why relationships and co-investment always come before the deal. A multifamily office founder shares a trust equation - reliability plus credibility plus intimacy divided by self-interest - that predicts how fast trust accelerates in any relationship. And one panelist shares a story that changed everything: his brother's stage four lymphoma diagnosis, six hours before becoming a father, and how that shifted the way he evaluates every person he works with. If you raise capital, manage money, or are building relationships with family offices, this is the conversation that matters. Family Office Club has hosted 300+ investor events over 19 years, with 16 million registered members and over $1 billion in community transactions. FamilyOffices.com What's your highest-leverage move for building trust with investors right now? https://familyoffices.com/

Send us Fan Mail 4 family offices. 4 completely different strategies. One honest conversation about where serious capital is going right now. In this panel from the Single Family Office Summit, a family office principal who built his wealth through Silicon Valley tech exits breaks down why he calls his approach "boring" - and why that's the point. Private credit, real estate, and a floor of steady income that funds high-conviction angel bets in defense tech. Another panelist explains how his family invests based on stories - backing art and crypto not as speculation but as instruments of human nature. A family office representative managing two generations shares what's next in energy, water, and why the next generation of chips will use 70 percent less energy and reshape the entire data center thesis. And a multifamily office founder makes the case that AI already changed the game - one analysis that used to take 60 hours now takes 5 minutes - and that the real edge today is at the intersection of investing and tax. Family Office Club has hosted 300+ investor events over 19 years, with 16 million registered members and over $1 billion in community transactions. Access our full investor event library at FamilyOffices.com. What's the one asset class you think is most overlooked right now? https://familyoffices.com/

Send us Fan Mail Private credit is one of the most talked-about asset classes in the family office world right now - but is the hype justified? In this panel discussion from the Single Family Office Summit, three family office principals share exactly where they stand on private credit in today's market - and the answers are more divided than you'd expect. One says it's nearly impossible to underwrite properly at current lending rates. Another is avoiding it entirely for cross-border capital. And a third has 60% of their portfolio allocated there - with a very specific reason why. What you'll hear in this episode: Why one family office principal says private credit lenders are charging 15% with insufficient due diligence How Asian family offices are approaching - and avoiding - private credit allocations Why "private credit is not created equal" and what that means for your portfolio The case for looking at public markets instead of private right now What it really takes to underwrite private credit comfortably at scale Family Office Club is the world's largest investor community - 19 years, 300+ events, 16M registered members, 18.5M social followers, and over $1B in community transactions. Our Single Family Office Summit brings together the most active allocators in the space for unfiltered conversations you won't hear anywhere else. Want access to mandates, deal flow, and direct conversations with family office principals like these? Visit FamilyOffices.com to learn more about membership and our next live event. What's your take - is private credit still worth the risk in this rate environment? Drop your answer below. https://familyoffices.com/

Send us Fan Mail The final segment of this Single Family Office Summit panel delivers some of the most practical insights of the day. A brand strategist and communications founder opens with a direct challenge to anyone raising capital: stop leading with everything you do. Investors have roughly eight seconds of attention available. Lead with what matters to them, earn the next minute, and work from there. A cross-border family office advisor follows with a framework for working with Asian capital: lead with relationships not transactions, recognize that every family defines risk and value differently, and always address the opportunity cost question head-on. The session closes with an investor's core operating principle - the most limited resource in business isn't capital, it's attention. Knowing how to balance short-term execution with long-term strategic vision is the question that separates operators from builders. Recorded at the Single Family Office Summit, hosted by Family Office Club - the largest investor club in the family office space. 19 years, 300+ events, 16 million registered members, 18.5 million social followers. Join us at our next event at FamilyOffices.com. What's one thing you'd want every capital raiser in the room to hear before their next investor conversation? https://familyoffices.com/