Trust Over Pitching: 5 Strategies Behind 300+ Startup Investments | Brian Mac Mahon

Trust Over Pitching: 5 Strategies Behind 300+ Startup Investments | Brian Mac Mahon

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.

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10 Advanced Capital Raising Strategies from $8B+ Raised Over 30 Years | Chip & Sam Perkins

10 Advanced Capital Raising Strategies from $8B+ Raised Over 30 Years | Chip & Sam Perkins

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 de...

21 Syys 35min

Inside a $1B+ Family Office: What It Takes to Get a $10M-$50M Check | Martin Wild

Inside a $1B+ Family Office: What It Takes to Get a $10M-$50M Check | Martin Wild

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 ta...

7 Syys 17min

From Brooklyn to $500M+ Exits | Jody Chapnick's 7 Capital Raising Secrets

From Brooklyn to $500M+ Exits | Jody Chapnick's 7 Capital Raising Secrets

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 not...

31 Elo 25min

How to Get Meetings & Close Deals with Top Family Office Investors | Sahil Nandwani

How to Get Meetings & Close Deals with Top Family Office Investors | Sahil Nandwani

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 valuabl...

24 Elo 25min

15 Strategies to Build a Multi-Country Single Family Office | Joel Nagel on Global Capital Structuring

15 Strategies to Build a Multi-Country Single Family Office | Joel Nagel on Global Capital Structuring

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 build...

17 Elo 23min

Billionaire Deal Negotiation, Structures & Capital Raising Strategies | Richard C. Wilson

Billionaire Deal Negotiation, Structures & Capital Raising Strategies | Richard C. Wilson

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 ove...

10 Elo 14min

How AI Is Transforming Capital Raising, Deal Flow & Investment Decisions | Richard C. Wilson

How AI Is Transforming Capital Raising, Deal Flow & Investment Decisions | Richard C. Wilson

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 a...

3 Elo 14min

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