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The Capital Raiser Show

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Rating
★★★★★
5
from
108 reviews
This podcast has
839 episodes
Language
English
Date created
2019/08/31
Latest episode
2026/10/19
Average duration
23 min.
Release period
8 days

Description

The Capital Raiser Show is a podcast where people can learn best practices for raising private money for multifamily syndication and other real estate investments. We will interview successful syndicators and ask them how they raised for their deals, what strategies they implemented and what psychology they used. Guests will include multifamily syndicators, real estate investors and securities lawyers.

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Podcast episodes

Check latest episodes from The Capital Raiser Show podcast


Getting Investor Responses with AI, Cold Outreach & Credibility Building | Richard C. Wilson Live Q&A
2026/10/19
In this episode of The Capital Raiser Show, Richard C. Wilson answers live questions from capital raisers on the most practical challenges in fundraising today: how to get investors to respond, how to use AI tools for outreach, and how to build credibility fast when you don't have a long track record. This is one of the most tactical Q&A sessions in the series - direct answers, no filler. Topics covered: - How AI tools help find and target the right investors on LinkedIn - Getting responses from cold outreach when you're unknown - Building pitch credibility without a 10-year track record - What to say in the first 30 seconds of an investor conversation - How follow-up timing and cadence affects investor response rates - The biggest mistakes capital raisers make in their first outreach - What family offices actually respond to vs. what they ignore - How to use AI to sharpen pitch decks and investor communications The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
Cialdini's 6 Principles Applied to Capital Raising | How to Ethically Close More Investor Deals
2026/10/12
In this episode of The Capital Raiser Show, Richard C. Wilson delivers a live training on applying Robert Cialdini's proven influence principles specifically to capital raising - and how to use them ethically to build deeper investor trust and close more deals without compromising your reputation. Richard breaks down exactly how authority, social proof, scarcity, reciprocity, and pre-suasion work in real investor conversations, and why ethical influence is the most durable competitive advantage a capital raiser can build. Topics covered: - How to apply Cialdini's 6 principles directly to investor conversations - Why ethical reputation is a capital raising asset that compounds over time - Authority positioning before your first investor meeting - How social proof works differently with family office vs. institutional investors - Using reciprocity to build relationship capital before you need it - Pre-suasion: setting the investor's mindset before the pitch starts - The difference between influence and manipulation in capital raising - In-person meeting strategies for high-trust deal environments The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
Scaling to $1B+ in Sales, Licensing Deals & Making Investors Say Yes | Kevin Harrington
2026/10/05
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Kevin Harrington - original Shark Tank investor, inventor of the infomercial, and founder of As Seen on TV - for a focused second session on the real mechanics of scaling to $1B+ in product revenue, the licensing and deal structures behind his biggest wins, and what capital raisers must do to get his attention in 60 seconds. Kevin shares the Tease-Please-Seize-Close framework, the performance habits behind operating at high velocity, and why most capital raisers fail before they ever get in the room. Topics covered: - What it actually takes to scale a business to $1B+ in product revenue - Licensing, royalties, and equity structures that close fast - The Tease-Please-Seize-Close pitch framework for capital raisers - What gets Kevin's attention in the first 60 seconds - Deal structuring so both sides want it to close - Media leverage and downtime arbitrage as capital raising tools - Performance and health habits for high-velocity capital raising The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
How to Own Your Niche & Get Investors Coming to You | Richard C. Wilson on Positioning
2026/09/28
In this episode of The Capital Raiser Show, Richard C. Wilson breaks down the single most valuable positioning strategy he has developed over 20 years in the family office space: how to own a niche so completely that pre-qualified investors reach out to you first. Richard shares exactly why positioning beats pitching at every level of capital raising, how authority creates inbound deal flow that compounds, and the specific moves behind building the most recognized brand in family office investing. Topics covered: - How to own a niche so investors come to you first - Why positioning beats pitching at every stage of capital raising - Building authority that creates compounding inbound investor flow - The specific tactics behind 19 years of family office brand leadership - How to identify the one phrase that could define your capital raising career - Moving from cold outreach to investors calling you - Why refusing to wait for permission is the top authority-building move The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
10 Advanced Capital Raising Strategies from $8B+ Raised Over 30 Years | Chip & Sam Perkins
2026/09/21
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Chip and Sam Perkins of Perkins Fund Marketing - a firm that has raised over $8B in alternative assets over nearly three decades - for a masterclass on the 10 advanced capital raising strategies most fund managers spend a decade learning the hard way. Chip and Sam share why most fund managers are playing the wrong game, what actually separates $100M capital raisers from those who reach $1B+, and how to build a capital raising operation that compounds year over year. Topics covered: - 10 advanced capital raising strategies from $8B+ in alternative asset raises - Why most fund managers approach capital raising wrong from the start - What separates $100M capital raisers from $1B+ operators - How to build a capital raising machine that compounds consistently - Relationship capital vs. transactional outreach in fund marketing - The biggest shifts in alternative asset fundraising over 30 years - What institutional and family office allocators actually respond to today The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
Trust Over Pitching: 5 Strategies Behind 300+ Startup Investments | Brian Mac Mahon
2026/09/14
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Brian Mac Mahon, founder of Expert Dojo - the VC arm of a $1B+ single family office with over 300 startup investments - for a conversation on the 5 capital raising strategies behind their success and what founders must understand to earn a check from a family office VC fund. Brian breaks down why raising capital is fundamentally about trust not pitching, and the only 3 variables that determine whether an investor says yes. Topics covered: - 5 strategies behind 300+ startup investment decisions - Why capital raising is about trust not pitching - The only 3 variables that matter to a family office VC investor - What gets a founder past the first filter vs. filtered out immediately - How a family office VC evaluates early-stage companies - Building investor relationships that generate multiple checks - What Expert Dojo looks for that most founders miss The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
Inside a $1B+ Family Office: What It Takes to Get a $10M-$50M Check | Martin Wild
2026/09/07
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Martin Wild of PrimePulse Capital - a $1B+ entrepreneur-backed family office - for a rare inside look at exactly what it takes for a capital raiser to get a $10M to $50M check from a billion-dollar family office. Martin shares the real evaluation criteria behind their investment decisions, what immediately disqualifies a capital raiser before a second conversation, and the 7 strategies driving their best investments in profitable companies between $10M and $150M in revenue. Topics covered: - What a $1B+ family office actually looks for before committing capital - The criteria behind $10M to $50M investment decisions - What immediately disqualifies a capital raiser at this level - 7 strategies behind successful entrepreneurial capital deployment - Evaluating founders vs. operators in investment decisions - How to position a company correctly for a family office check - Building credibility with entrepreneur-backed family offices The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
From Brooklyn to $500M+ Exits | Jody Chapnick's 7 Capital Raising Secrets
2026/08/31
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Jody Chapnick, who scaled companies, raised hundreds of millions, and executed multiple nine-figure exits starting from nothing in Brooklyn, for a conversation on the 7 capital raising secrets behind his track record. Jody shares the real mechanics behind platform roll-ups, IPOs, and large exits, and what founders and fund managers can apply immediately to attract serious capital and close faster. Topics covered: - 7 capital raising secrets from multiple $100M+ exits - How to structure and execute a platform roll-up - What institutional investors look for in a capital raiser with real exits - The mindset that separates serial capital raisers from one-time founders - IPO strategy and what it changes about capital raising positioning - How to build consistent deal flow and close at scale - What gets a sophisticated allocator to wire money The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
How to Get Meetings & Close Deals with Top Family Office Investors | Sahil Nandwani
2026/08/24
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Sahil Nandwani of Calafia Group for a tactical conversation on what it actually takes to get meetings with the most valuable investor types - and then move those conversations from interesting to funded. Sahil shares the mechanics from the investor side: what he looks for in a capital raiser before taking a meeting, what follow-up strategies work, and how the best capital raisers create urgency without desperation. Topics covered: - How to get meetings with serious family office investors - What Sahil looks for in a capital raiser before agreeing to meet - What moves a conversation from interesting to a completed deal - Follow-up timing and strategy that works with sophisticated investors - How to use short-form communication tools to close gaps faster - Creating urgency without sounding desperate - What the best capital raisers do differently in the first conversation The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
15 Strategies to Build a Multi-Country Single Family Office | Joel Nagel on Global Capital Structuring
2026/08/17
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Joel Nagel, international attorney and founder of Nagel & Associates, for a fireside chat on the 15 strategies behind building a globally diversified single family office - and what capital raisers must understand about how ultra-wealthy families structure and protect capital across multiple countries. Joel shares why global legal structuring is one of the most overlooked tools in capital raising, what legal mistakes derail deals before they start, and how to position a capital raise for international family office investors. Topics covered: - 15 strategies behind building a multi-country single family office - Global legal structures that protect and grow ultra-wealthy capital - What capital raisers must know about offshore and international investing - Legal mistakes that kill capital raises before they reach the investor - How family offices use jurisdictions to optimize returns and protection - Structuring deals for international ultra-high-net-worth investors The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
Billionaire Deal Negotiation, Structures & Capital Raising Strategies | Richard C. Wilson
2026/08/10
In this episode of The Capital Raiser Show, Richard C. Wilson delivers a live session on the deal negotiation tactics, structures, and capital raising strategies he has extracted from interviewing over 1,000 billionaires and family office investors over 19 years. This is a direct, tactical episode for capital raisers who want the actual blueprint behind how the ultra-wealthy negotiate and structure deals. Topics covered: - Deal negotiation tactics drawn from 1,000+ billionaire interviews - Deal structures that sophisticated investors say yes to - What the ultra-wealthy do differently in every negotiation - Capital raising strategies that work at the family office and billionaire level - How to structure a deal so the investor feels protected from day one - The biggest leverage points in any capital raising negotiation - What separates capital raisers who close from those who stall The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
How AI Is Transforming Capital Raising, Deal Flow & Investment Decisions | Richard C. Wilson
2026/08/03
In this episode of The Capital Raiser Show, Richard C. Wilson shares a live presentation on how artificial intelligence is actively changing how capital raisers find investors, how deals are sourced and screened, and how family offices are using AI to make faster, smarter investment decisions. This is one of the most practical AI-focused episodes in the series - built specifically for capital raisers who want to understand which tools matter and how to apply them immediately. Topics covered: - How AI is changing the capital raising process from outreach to close - Which AI tools family offices and investors are actually using - How to use AI to find, qualify, and approach the right investors faster - AI-powered deal screening and what it means for capital raisers - The biggest mistakes capital raisers make when adopting AI tools - How to use AI to improve pitch decks, investor outreach, and follow-up - Where AI creates the biggest competitive advantage in capital raising today The Capital Raiser Show brings together family offices, billionaires, and elite capital allocators to discuss capital raising, investing, and strategic growth. Subscribe for more interviews with top investors, founders, and family offices.
$4 Billion From Blackstone, Taking Invitation Homes Public & Conservative Investing | Marcus Ridgway Fireside Chat
2026/07/27
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Marcus Ridgway, founder of F6 Partners and co-founder of Invitation Homes, for a fireside chat on attracting institutional capital at scale, building frameworks that earn the trust of the world's largest investors, and why extreme conservatism - not big risk - is what created one of the most impressive real estate track records in the country. Marcus shares how building institutional-grade systems from day one led to Blackstone wiring $35 million before a single document was signed, and how they ultimately scaled that relationship to $1 billion - all because the architecture, software, and reporting were airtight from the start. The conversation dives into risk mitigation frameworks, optionality as an insurance policy against volatility, the mindset shift from hustle to architecture, what separates centimillionaires from founders who never scale, and why Marcus believes fat tail risk is the defining challenge facing every investor in the years ahead. Topics covered include: Securing $4 billion from Blackstone and taking Invitation Homes public on the NYSE Why institutional investors never look at IRR - only downside risk Building architecture that creates returns vs. relying on hustle to create results Why exactness and transparency with institutional capital is non-negotiable Creating an investment committee even for a single house purchase How a cold call from an industry researcher led directly to Blackstone Optionality as an insurance policy against volatility Returning $200 million to an investor when the strategy no longer made sense Offshoring decisions so the business doesn't depend on one person Separating ego and identity from outcomes as a founder Student housing and senior housing as the top opportunities right now Fat tail risk - why black swan events are increasing in frequency and what to do about it How conservative structuring, not big bets, built a billion-dollar platform The Capital Raiser Show brings together billionaire investors, family offices, elite entrepreneurs, and capital allocators to discuss investing, scaling, strategic growth, and wealth creation. Subscribe for more interviews with top investors, founders, family offices, and industry leaders.
Building a Multi-Generational Steel Empire, Automation & Family Business Lessons | David & Nathan McWhorter Fireside Chat
2026/07/20
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with David McWhorter and his son Nathan McWhorter, founder and next-generation leader of McWhorter Steel, for a fireside chat on building a multi-generational construction business from a garage startup to a 75-person operation, navigating family dynamics in business, and competing against publicly traded giants through automation and strategic focus. David shares how he walked away from a Northrop job offer on his 22nd birthday with no backup plan, and built a steel fabrication company worth tens of millions by reinvesting aggressively, trusting great people, and never losing the discipline instilled by years in the military. The conversation dives into scaling a capital-intensive, cyclical business, the mindset shifts that unlocked growth beyond the $10M plateau, the competitive edge of bringing detailing in-house from Thailand, and what it really takes for the next generation to earn authority inside a family business. Topics covered include: Starting a business with no backup plan and no safety net at 22 Reinvesting into equipment and facilities over lifestyle as a growth engine Competing against large public companies through automation and efficiency Opening an in-house detailing operation in Thailand as a game-changing edge The mindset shift that broke through the revenue plateau Learning to trust your team instead of controlling everything Working backwards from revenue goals to determine bid volume Hiring the right person at the right time in a bootstrapped family company Nathan's approach to earning authority through humility and producing results Grooming the next generation without removing the hunger to succeed What actually gets a busy decamillionaire CEO to respond to an outreach The Capital Raiser Show brings together billionaire investors, family offices, elite entrepreneurs, and capital allocators to discuss investing, scaling, strategic growth, and wealth creation. Subscribe for more interviews with top investors, founders, family offices, and industry leaders.
Scaling to $900M in Revenue, Hiring A Players & Building a Focused Business | Tim Cohen Fireside Chat
2026/07/13
In this episode of The Capital Raiser Show, Richard C. Wilson sits down with Tim Cohen, founder and CEO of Eggs Unlimited, for a fireside chat on scaling a business to $900 million in annual revenue, building a culture of A players, staying laser focused on a core business, and what it really takes to grow from zero to industry leader. Tim shares the unexpected turning point that launched Eggs Unlimited almost overnight, including why what felt like the worst day of his professional life became the best, and how relentless focus on one business - not ten - made all the difference. The conversation dives into hiring standards, company culture, the dangers of diversification and vertical integration, cash management, goal-setting, and the mental models that separate businesses that scale from businesses that stall. Topics covered include: Scaling a business to $900M in annual revenue through extreme focus Why A players are the single most important factor in any company's growth The cost of relaxing your hiring standards under pressure Building a culture that attracts and retains top talent The diversification trap and when it kills momentum Vertical integration risks for asset-light businesses Cash reserves as a competitive weapon - not an afterthought Setting and re-evaluating goals as your business evolves The turning point that forced Tim to launch his own company What actually gets through the noise and earns a response from a $900M CEO The Capital Raiser Show brings together billionaire investors, family offices, elite entrepreneurs, and capital allocators to discuss investing, scaling, strategic growth, and wealth creation. Subscribe for more interviews with top investors, founders, family offices, and industry leaders.

Podcast reviews

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5 out of 5
108 reviews
★★★★★
Kristinaice 2025/09/04
Top knotch wisdom
I really enjoyed listening to the episode and of course being part of an interview! As an entrepreneur it’s great learning from intelligent people exp...
★★★★★
Keel Team 2024/05/28
Ruben is a rockstar!
Ruben is an amazingly talented host who asks insightful questions. Highly recommend this show!
★★★★★
jesteiner 2024/05/01
Incredible value, incredible podcast
Ruben is top notch. He brings value to new and seasoned investors. It's evident that Ruben prepares for every call because of the intentionality of hi...
★★★★★
Neil Twa 2024/03/27
Great show, great host!
Ruben is a great show host. As a guest in his show he made me feel comfortable, asked great questions and genuinely cares to get the message right wit...
★★★★★
DanLLLL 2023/09/21
Superb Host and Valuable Content
I was a guest on the show and can say with full conviction that Ruben is in an incredible host who adds major value by asking the right questions of h...
★★★★★
Drsquare 2023/09/19
Raising for Artificial Intelligence
It was a great honor and pleasure to record this podcast. The entire process from start to finish was easy, enjoyable, and professional. The finished...
★★★★★
Odie_8 2023/07/19
Exceptional Content!
This show is jam packed with content and has amazing guests! Thank you Ruben for all of the hard work you put in to creating this content for us!!
★★★★★
Da real jonny 2023/07/14
Amazing host and show
I had a such a great time being a guest on the show! I’ve been a listener for awhile, and it was awesome to be on the other side. Ruben is an awesome ...
★★★★★
brandoncobb901 2023/06/26
Great show and content
Ruben makes it entertaining to listen while you learn. Great content.
★★★★★
ALIVE & WELL 95 2023/04/28
Great for the new guy as well as the veteran!
More insights than I know what to do with! Great host. Great guests. Thank you Ruben for taking the time to put these together for us listeners!
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