The Capital Raiser Show

In this episode of the Capital Raiser Show, Richard C. Wilson sits down with Jeff Hoffman—serial entrepreneur and Billioanire, Priceline.com/Booking.com founding team member, inventor of the airport check-in kiosk, Grammy and Emmy winner, and chairman of the Global Entrepreneurship Network. Out of 275+ events and 2,000+ speakers, Jeff has been rated the single best speaker to ever hit the Family Office Club stage—and you're about to hear why. Jeff unpacks the mindset shift that changed everything for him: real leaders don't create followers, they create other leaders. He shares how stepping out of the way, serving his team (including literally picking up a 20-year-old's dry cleaning), and obsessing over operational focus—"if it doesn't sell more hotel rooms, don't do it"—helped scale Priceline/Booking.com into a global giant. Jeff explains how to avoid being "blinded by your own brilliance," including the lesson he learned from Sam Walton: stop listening to experts and start listening to your customer (the "farmers"). He also dives into defining success and failure upfront on a single sheet of paper, wiring money back to investors when metrics showed they wouldn't hit the mark, and why most founders completely mishandle investor relations by only calling when they need cash. On the culture side, Jeff shows how you keep a team so engaged that nobody quits—by knowing exactly why each person comes to work (like buying a mom a house) and tying their personal goals to the company mission. He challenges the "grind 24/7" culture, arguing instead for working smart, automating ruthlessly, and reserving the all-nighters for the rare moments that truly matter. Jeff closes with his work at the Global Entrepreneurship Network (200 countries) and World Youth Horizons, redefining entrepreneurship as self-determination and teaching people—especially youth—how to design their own future instead of depending on anyone else. If you care about scaling a business, leading people well, raising capital intelligently, and living a life that actually aligns with your values, this conversation is a masterclass. To meet investors in person and plug into our ecosystem, visit https://familyoffices.com/. Our investor club offers 30 nationwide events a year, 10,000 registered investors, and 40 proprietary AI tools to help you raise capital and grow your platform.

In this episode of the Capital Raiser Show, Richard C. Wilson interviews Kevin Harrington—original Shark from Shark Tank, creator of the modern "As Seen On TV" model, and early investor in Celsius. Kevin walks through how he turned unused cable downtime in the 1980s into a billion-dollar infomercial engine, took his company public, and then scaled a global distribution business by syndicating only the proven winners worldwide. He explains why he exited TV at the right time, how he spotted Celsius at $0.10 per share before it became a $20B brand, and why influencer and digital marketing now beat traditional media for consumer products. Kevin also breaks down his philosophy of becoming a Key Person of Influence (KPI)—building your personal brand, writing books, doing 100+ podcasts, and assembling a "dream team" so the best deals and JV opportunities come to you first. He shares lessons from mentoring with Richard Branson, running high-discipline studios, reviewing 1,000+ pitches, and what he looks for in early-stage consumer deals personally and through Cypress Ascendant. If you want to attract better deal flow, build authority in your niche, and operate at true high velocity, this episode is a blueprint. To meet investors in person and plug into our ecosystem, visit https://familyoffices.com/. Our investor club offers 30 nationwide events a year, 10,000 registered investors, and 40 proprietary AI tools to help you raise capital and grow your platform.

In this episode of the Capital Raiser Show, Richard C. Wilson sits down with Michael Houlihan and Bonnie Harvey, co-founders of Barefoot Wine and New York Times bestselling authors of The Barefoot Spirit. Starting with $300,000 of unpaid grape debt, no wine background, and a "desk" in their laundry room, they spent 20 years building Barefoot into America's #1-selling wine brand—without traditional advertising. Michael and Bonnie share what really moves the needle in brutally competitive consumer markets: ruthless focus on distribution, knowing every job in the chain, and making "friends in low places" with the people who actually move product—forklift drivers, merchandisers, and store staff. They explain why you don't get to choose your own growth targets; the metrics are already "written on the wall" by the last deal that closed in your niche. The conversation then shifts to legacy, values, and storytelling. Michael and Bonnie unpack their Business Audio Theater model—Hollywood-style dramatized audio that captures a founder's real story, principles, and hard-won lessons in a format next-gen family members, employees, investors, and partners will actually consume. If you're building a brand, raising capital, or stewarding a family office and want to scale both your business and your values, this episode will reframe how you think about distribution, strategic alliances, and the power of story. To meet investors in person and plug into our ecosystem, visit https://familyoffices.com/. Our investor club offers 30 nationwide events a year, 10,000 registered investors, and 40 proprietary AI tools to help you raise capital and grow your platform.    

Welcome to The Capital Raiser Show — the podcast where elite founders, operators, and investors reveal the exact strategies they used to raise millions (and sometimes hundreds of millions) in private capital. In this episode, Richard C. Wilson sits down with Michael, a serial entrepreneur who scaled three different companies to seven-, eight-, and nine-figure exits — including a $104M exit in just 3.5 years. Michael breaks down: How he spotted a regulatory gap and executed faster than anyone else Why emotional intelligence, not pedigree, determines entrepreneurial success What he calls the PHD advantage: Poor, Hungry, Driven The hidden downside of fast wealth creation (and how he overcame it) How he raised millions after burning through his own first $500K The moment Family Office Club training flipped the trajectory of his capital raising Why AI will create the largest wealth transfer in human history How to spot operators who will generate repeat wins — not one-time luck The rise of the "silver tsunami" and the trillion-dollar baby-boomer business sell-off Practical AI applications he's using today across sales, operations, and revenue recovery Why he believes the next decade will split society into two wealth classes Richard and Michael also explore how speed, courage, and strategic relationships create asymmetric outcomes — and why entrepreneurs who embrace AI now will dominate their industries. This is one of the most actionable conversations ever recorded on the show for capital raisers, operators, and investors hungry to scale faster. ABOUT THIS SHOW The Capital Raiser Show uncovers real frameworks, deal structures, and investor psychology used by top-performing entrepreneurs, family offices, and private investors. No theory. Only what works in the real world. POWERED BY FAMILY OFFICE CLUB This episode is brought to you by The Family Office Club, the world's largest community of private investors. Our investor club offers: • 30 nationwide events per year • 10,000 registered investors • 40 proprietary AI tools for capital raising & investor intelligence Learn more or apply to join at: https://FamilyOffices.com

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Join Richard C. Wilson, founder of the Family Office Club, for a powerful announcement about The Family Office Formula — a 4-city live event series designed to help you think, negotiate, and invest like the ultra-wealthy. Each one-day event features centimillionaire and decamillionaire speakers, pro athletes, and top investors revealing 50 proven strategies to: ✅ Grow your balance sheet faster ✅ Structure and close deals more effectively ✅ Apply the mental models of the ultra-wealthy ✅ Negotiate joint ventures and partnerships ✅ Build long-term, generational wealth

Learn more on the GoHighLevel YouTube channel:   https://www.youtube.com/@gohighlevel gohighlevel.com

Connect with Steven here: https://www.vonfinch.com/  

Get Brian's book here: https://www.amazon.com/Hands-Off-Investor-Insiders-Investing-Syndications/dp/1947200275   Learn more about Brian's fund here: https://praxcap.com/fund/  

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Learn more about Reed Nyffeler here: https://www.teamsignal.com/   https://www.amazon.com/stores/Reed-Nyffeler/author/B0DJWLFJ6M  

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Learn more about Westmount Square Capital here: https://westmountsquarecap.com/  

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Ed Connors book: https://www.amazon.com/dp/1949673723   Reach Ed through his Instagram: https://www.instagram.com/gymarchitect/  

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Learn more about Jeremy and his company: https://www.startingpointcapital.com/   Contact with Jeremy on LinkedIn: https://www.linkedin.com/in/jeremydyer/  

Learn how to raise capital here: https://pitchdecks.com/

Learn more about how Katie Kim can help you in your real estate investments: https://katikim.com/ https://thekimgroup.com/  

Learn more about LP investing from Aleksey on his social media: https://x.com/chernobelskiy https://www.linkedin.com/in/chernobelskiy/  

Want to learn more about John and how he scaled his firm to $28 BILLION under management?  Order his book here: amazon.com/Dollars-Gold-Bitcoin-Hidden-Agenda-ebook/dp/B0CMDDVC38

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Find more about Venterra Realty here: https://venterra.com/   Greg Talcott - Managing Director of Equities gtalcott@venterraliving.com 979-213-9464  

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Learn more about Vinney Chopra from his book, Apartment Syndication Made Easy. https://www.amazon.com/Apartment-Syndication-Made-Easy-Guide/dp/1099614619

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Find out more about Richard and the Family Office Club at familyoffices.com

Paul joined us and we got to dive into the scaling of his syndication business.    Some topics we covered include: The First Investment House gave him the taste of the Blood Moving into a Marina investment The Capital Raising A'Ha Moment Who is on the team? Getting into Self Storage Development Growing and Scaling the Team Organization and playing while Scaling Being The Visionary Delegating duties and eliminating duplication Diving deeper into the Marina (Hospitality and Entertainment) Learning the Capital Raising Game Educating and Demonstrating Credibility Building the Database - The conversations that took place Networking is Key Market Selection How to Navigate Investor Emotional Responses with Metrics Assessing the Personality and Communication Types of Investors Being Hands-on with your properties by keeping them close together Having Mentors Self-esteem and Confidence Through Action Getting Comfortable Being Uncomfortable   Find Paul Montelongo at montelongocapital.com   Book a call with Ruben at calendly.com/rubengreth If you would like to find out more about Family Office Capital Raising events you can visit familyoffices.com Get The Family Office Club yearly membership for $2,000 off by using discount code: capitalraiser at familyoffices.com    Check Out InvestNext! Whether you have $5M or $500 million AUM, InvestNext delivers an institution-grade experience to your investors and automates tasks like K-1 distributions with a single click. investnext.com   Lastly, Visit our friend Dallon Shultz to find out about the incredible capital raising tools he has available with capitallystpro.com  

    Some topics we covered include: Uncommon background with Ripley's and iFly Getting off the hamster wheel The choice to become Active rather than Passive Why the goal to help people become financially free? The don't teach Syndication in college so how do you learn?  Taking passive investors through your own passive journey What to discuss with Passive investors when raising capital. How to get inventors scheduled for calls. The Gurus are lying if they tell you its easy. Losing $75K on first deal. Getting involved with Massive Capital Negotiatinig Partnership with Massive Capital Roles and Resonsibilities What attracted K Trevor to Capital Raising The evolution and transition of Capital Raising over time Strategies for Raising Capital Doing conferences and meetups K Trevor's Exit Strategy Make Genuine Connections with People   Find K Trevor at massive.capital Buy a video replay of the Strategic Capital Raise Summit at strategiccapitalraise.com   Book a call with Ruben at calendly.com/rubengreth If you would like to find out more about Family Office Capital Raising events you can visit familyoffices.com Get The Family Office Club yearly membership for $2,000 off by using discount code: capitalraiser at familyoffices.com and do it now because prices go up yearly!    Check Out InvestNext! Whether you have $5M or $500 million AUM, InvestNext delivers an institution-grade experience to your investors and automates tasks like K-1 distributions with a single click. investnext.com   Lastly, Visit our friend Dallon Shultz to find out about the incredible capital raising tools he has available with capitallystpro.com

Over 17 weeks, we will be studying advanced Capital Raising techniques as taught by Richard from all his experiences at the Family Office Club. If you would like to find out more about Family Office Capital Raising events you can visit familyoffices.com  Discount Code : capitalraiser Get The Family Office Club membership for $2,000 off by mentioning the Capital Raiser Show to holly@familyoffices.com or on her LinkedIn at Holly Calliendo and do it quickly because prices increase periodically!

Dr. Adebayo Fasanya is one of the rare dudes who works incredibly hard and smart. Check out this episode to hear his journey from Nigeria to USA Medical practitioner and multiple asset syndicator. His work ethic is extraordinary.    On the show we cover: Exploring investments until finding syndications Starting with reassignment homes Blogging during medical residency to develop a following The first 8 Unit multifamily Joint ventures with friends Multiple asset classes during the original phases of investments Physician communities In the original days he used a spreadsheet to manage properties Taking down solo deals for legacy while separately syndicating Planting financial seeds in his kids so they keep the wealth Many doctors need assistance with their investments and finances The journey to Arkansas Diversification as a starting strategy while scaling Oil and Gas has some great tax benefits Future asset class selection by looking at macro economics Syndicating businesses as well Dr. Breathe Easy Pulmanary Medical Practice Operating businesses while also running the medical practice Hiring help and outsourcing duties Raising money in Whatsapp groups   Find Dr. Bayo at  drbreatheeasy.com   Buy a video replay of the Strategic Capital Raise Summit at strategiccapitalraise.com   Book a call with Ruben at calendly.com/rubengreth If you would like to find out more about Family Office Capital Raising events you can visit familyoffices.com Get The Family Office Club yearly membership for $2,000 off by using discount code: capitalraiser at familyoffices.com and do it now because prices go up yearly!    Check Out InvestNext! Whether you have $5M or $500 million AUM, InvestNext delivers an institution-grade experience to your investors and automates tasks like K-1 distributions with a single click. investnext.com   Lastly, Visit our friend Dallon Shultz to find out about the incredible capital raising tools he has available with capitallystpro.com

Craig and I dove into the life of a scaling syndicator and the evolution of capital raising and authority platforms.   Some topics we covered include: Real Estate as a side hustle Syndications are great for scaling Quitting his day job to capital raise Background in growing insurance companies  Coaching for Capital Raisers Authority buidling for scaling capital raisers Social Proof and Forbes Counsil members Choosing the initial passive investments From passive to active investing Cashflow vs larger equity plays Selecting secondary markets Partnering with syndicators What is the end goal? Successful capital raising strategies and evolutions Find Craig at groundbreakingre.com    Buy a video replay of the Strategic Capital Raise Summit at strategiccapitalraise.com   Book a call with Ruben at calendly.com/rubengreth If you would like to find out more about Family Office Capital Raising events you can visit familyoffices.com Get The Family Office Club yearly membership for $2,000 off by using discount code: capitalraiser at familyoffices.com and do it now because prices go up yearly!    Check Out InvestNext! Whether you have $5M or $500 million AUM, InvestNext delivers an institution-grade experience to your investors and automates tasks like K-1 distributions with a single click. investnext.com   Lastly, Visit our friend Dallon Shultz to find out about the incredible capital raising tools he has available with capitallystpro.com

Dallon shares about some strategies for raising capital.   get your free summit tickets at strategiccapitalraise.com

Get Free Tickets at https://strategiccapitalraise.com   People are looking to go Big Limiting beliefs may be holding you back Billionaire Mindsets Capital Raising is one of the hardest professions on the planet Community and Network is key Successful people never stop learning A 2 Millimeter shift can be all you need to go next level Free Raffle tickets for VIP ticket holders to win $10K in Family Office Club Events There will be no Sales Pitch  

Marcin tells us what people are going to experience at the Summit get your tickets now at strategiccapitalraise.com