Family Office Podcast: Billionaire & Centimillionaire Interviews & Investor Club Insights

Send us a textComing to you from Thailand, Richard C. Wilson shares a powerful insight for founders and fund managers: overpromising kills deals. If you're raising capital and making bold claims without checking them against industry standards—or using AI to stress-test your assumptions—investors will go dark on you fast.Learn the simple but critical mindset shift that can help you gain investor trust, stand out from the noise, and avoid sounding like every other amateur pitch.✅ What you'll learn in this video:– Why overpromising instantly ruins investor trust– How to avoid sounding like every other pitch– The easiest AI tool you’re not using (but should)– What family offices and real investors really look for📍 Join our community: https://FamilyOffices.com#CapitalRaising #InvestorTips #FamilyOffice #StartupAdvice #Overpromising #PitchTips #AIforFounders #InvestorRedFlags #ThailandInsightshttps://familyoffices.com/

Send us a textThis powerful investor panel discussion explains exactly what family office investors want to see from founders, capital raisers, and fund managers. From pitch structure and outreach strategies to trust-building and valuation expectations, this conversation cuts through the noise. Learn why knowing your numbers is non-negotiable, how to stand out in a crowded inbox, and why most founders fail to make it past the first filter. Hear insights on what makes investors engage, how to avoid overhyping unrealistic growth, and why emotional alignment, skin in the game, and long-term thinking matter more than flashy decks. This session also dives into how some family offices use proprietary data and internal strategies to outperform the market, and why personal connection, patience, and education are more valuable than aggressive selling. Whether you’re seeking a family office partner or trying to refine your investor pitch, this is required viewing.🔗 Learn more: https://FamilyOffices.comhttps://familyoffices.com/

Send us a textIn this rapid-fire Q&A, Richard C. Wilson answers key audience questions on how to connect with investors, build pitch credibility, and use AI tools for smarter capital raising.💬 Questions Answered in this Session:- How can AI help find and target the right investors on LinkedIn?- We launched in 2019 — is that enough history to build investor trust?- What’s the best way to get responses to cold outreach?- How do you stand out when pitching busy billionaires or family offices?Richard shares real examples, cold email strategies, and insights from interviewing 40+ billionaires — including how his team secured investor meetings with Mark Cuban and others through humor, value, and patience.📈 Ideal for:- Capital raisers- Startup founders- Private equity and venture funds- Family office professionals🎯 Learn the psychology and strategy behind investor engagement — and what not to do when following up.🔗 More strategies: https://FamilyOffices.com#investorrelations #capitalraising #founderfundraising #familyoffice #coldoutreach #aioutreach #pitchstrategy #qandasession #richardcwilson #startuptips #investorcredibility #dealflow #raisingcapitalhttps://familyoffices.com/

Send us a textIf you’re raising capital, pitching investors, or structuring joint ventures, this video reveals 5 free things that build trust instantly, get you more investor meetings, and make your pitch stand out.🧠 Most founders, GPs, and dealmakers don’t include these — but every serious investor wants them.From high-trust visuals to one-liners and founder videos, these strategies cost nothing yet unlock credibility, momentum, and deal flow.🔍 In this video, you'll learn:- Why a 2-minute founder video is essential for trust- What goes into a killer one-pager that gets read- How to use clear branding and visuals to de-risk your deal- The pitch materials that family offices and LPs expect- Real-world examples of bad vs. good packagingWhether you’re pitching family offices, raising a fund, or growing a startup, these insights are critical for getting traction.💬 “These 5 things cost nothing—but most people don’t have even two of them. That’s a capital-raising crime.” – Richard C. Wilson🎯 Learn what actually gets investor responses and meetings.📺 Subscribe for more strategies from 22,000+ family office investors: https://FamilyOffices.com#capitalraising #pitchdeck #familyoffice #fundraisingtips #investorrelations #founderfundraising #richardcwilson #oneliner #startuptools #venturecapital #realestateinvesting #investorpitchhttps://familyoffices.com/

Send us a textIn this exclusive billionaire fireside chat, real estate magnate Daniel Kauffman (head of the Kauffman Family Office) shares the lessons, strategies, and hard-won wisdom that helped him scale from a personal $10K investment in Detroit to overseeing billions of dollars in real estate development and hospitality assets.Topics Covered:– The power of vertical integration and why his family office acquired firms in architecture, civil engineering, construction, and more– How ego can destroy real estate deals—and a personal story of failure in Texas– Tips on sourcing off-market real estate deals (even ones not listed for sale)– Why LinkedIn messages almost never get through—and how to reach billionaires instead– What it really takes to get a family office’s attention (hint: not an OM on first contact)– How to structure relationships and partnerships that billionaires say yes to– Insights on scaling, hiring smarter people, and staying in your lane– What Daniel looks for in partners and why the person matters more than the pitch deckThis is an unfiltered, rare behind-the-scenes conversation on how billionaires think, invest, and evaluate deals.🔔 Subscribe for more billionaire interviews, family office insights, and investor events from the Family Office Club.https://familyoffices.com/

Send us a textIn this powerful talk recorded live at a Family Office Club Investor Day, Richard C. Wilson shares timeless principles of influence and persuasion that have helped raise billions in capital and build one of the largest investor networks in the world.🔥 Topics covered:- Why ethical reputation is the #1 key to trust and influence- How Cialdini’s 7 principles of influence apply to raising capital and deal structuring- Real-world tactics for investors, fund managers, and founders- Why meeting in-person is 16x more effective for closing deals- The psychology behind reciprocity, scarcity, and authority- How to frame your offer using pre-suasion for higher conversion- Tips for capital raisers working with family offices, dentists, doctors, and UHNWIsWhether you’re a private equity investor, founder raising capital, or a family office navigating deal flow — these insights will make you a more trusted and persuasive communicator.📚 Mentioned books:Influence: The Psychology of Persuasion – Robert CialdiniPre-Suasion – Robert Cialdini🎥 Watch the full Cialdini interview: https://youtu.be/pheQGAWS34Q 🔗 Learn more: https://FamilyOffices.com#influence #persuasion #cialdini #familyoffice #capitalraising #investorpsychology #richardcwilson #dealflow #trust #pefunds #uhnw #investingstrategies #authoritypositioninghttps://familyoffices.com/

Send us a text"Data is the new fossil fuel" — and AI is transforming how investments are sourced, vetted, and scaled. In this insightful conversation, we explore how ultra-high-net-worth investors and family offices are leveraging data and AI to enhance fund selection, streamline due diligence, and identify top-performing GPs.You’ll learn:- How data analytics drives fund-of-funds selection- Why AI is powerful in PE but limited in early-stage VC- The critical role of founder storytelling in attracting UHNW capital- How single family offices balance technology with personal relationships📍 Whether you're raising capital or managing wealth, understanding how elite investors are using AI will give you a strategic edge.🔗 Reserve your seat at upcoming investor events: https://familyoffices.com//ai#AIinvesting #FamilyOffice #UHNW #FundofFunds #VC #PrivateEquity #DataDriven #CapitalRaising #TechInvesting #ArtificialIntelligencehttps://familyoffices.com/

Send us a textDo billionaires like Warren Buffett actually live frugally—or is it just for show? In this insightful conversation, Jonathan unpacks the frugality of ultra-high-net-worth (UHNW) individuals, the truth behind Buffett’s modest lifestyle claims, and how many wealthy investors are turning to affordable housing, especially mobile home parks, as both a profitable investment and a way to give back. Learn how UHNW individuals invest in purpose-driven assets while flying under the radar—and why frugality and philanthropy aren't mutually exclusive.https://familyoffices.com/

Send us a textExplore how ultra-high-net-worth individuals approach luxury and collectibles—not for short-term gains, but as a form of cultural expression, security, and legacy-building. From Persian carpets to fine art and gold, these assets are chosen not just for their beauty, but for their enduring value and meaning across generations.https://familyoffices.com/

Send us a textStep inside our first-ever Family Office Club Retreat in Hawaii, hosted by Richard C. Wilson. This milestone event brought together top-tier investors, capital raisers, and family offices for a full day of powerful networking, fireside chats, and advanced insights on deal structuring, artificial intelligence, and investor relations.In this video, you'll hear directly from Richard as he sets the tone for the day, shares key statistics on the family office industry, and introduces 25 expert speakers who discuss:• Smart capital raising strategies• Using AI to work 33% faster with fewer mistakes• Investor mental models & deal structures• How to build powerful investor relationships• Tools to find and structure better deals📲 Subscribe for more investor strategies & insights at our YouTube channel:https://www.youtube.com/@CentimillionaireStrategies🌴 Want to join us at the next event?Visit https://FamilyOffices.com for our upcoming schedule.https://familyoffices.com/