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Earn Your Leisure

Mastering the Art of Fundraising

Earn Your Leisure

iHeartPodcasts

Business, News, Education, Careers, Entrepreneurship, Investing, Business News

4.97.9K Ratings

🗓️ 1 April 2026

⏱️ 11 minutes

🧾️ Download transcript

Summary

In this insightful clip of EYL, hosts Troy Millings and Rashad Bilal sit down with successful entrepreneur and mentor Ryan Breslow to discuss the intricacies of fundraising for startups. Ryan shares invaluable lessons and strategies that have helped him navigate the challenging world of venture capital and investment without falling into common pitfalls. 

Ryan dives deep into his personal journey, recounting initially unsuccessful attempts at raising capital and the crucial advice he received from mentors like Michael Carter of Playco. One of the key takeaways from this conversation is the importance of building relationships rather than simply requesting funds outright. Ryan explains why stating you're fundraising can put unnecessary pressure on both the entrepreneur and potential investors. Instead, creating a network of advocates who are genuinely excited about you and your project is more beneficial in the long run. 

Ryan also elaborates on the famed Silicon Valley adage: 'If you want money, ask for advice. If you want advice, ask for money.' This approach ensures that you not only gain valuable insights from seasoned professionals but also organically attract investors who believe in your vision and character. 

Troy and Rashad probe further, asking Ryan about the strategic targeting of potential mentors and investors, and how to avoid getting a 'no.' Ryan emphasizes the contagion effect of rejection in the investment community and advises playing the long game by impressing potential supporters gradually rather than rushing to secure funds. 

Throughout the episode, Ryan reflects on how critical it is to foster genuine connections within a network that can later be leveraged for intros and investments. His advice also covers the importance of not showing desperation to potential investors, as they are adept at detecting it to secure the best deals for themselves. 

For anyone looking to raise funds for their startup, this episode is a goldmine of practical wisdom and strategic advice. Whether you're in the early stages of your entrepreneurial journey or looking to refine your approach to fundraising, Ryan Breslow's experience and insights will equip you with the tools to succeed. 

Don't miss out on this episode packed with actionable advice and strategies for mastering the art of fundraising.

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

This is an I-Heart podcast.

0:02.6

Guaranteed Human.

0:04.0

When I started raising money, I was doing everything wrong.

0:11.2

And like one of the first rules that I say in my book, fundraising, is don't say your fundraising.

0:19.7

The second you say that you're fundraising,

0:23.0

and you're on the clock, meaning people are going to be like, all right, well, his round

0:27.7

should blow up and be over soon, because if this is a hot company, I'm going to have limited

0:33.9

window. So if in two weeks your round isn't done, people are going to be like, why aren't others investing? And so they're going to, you know, they're going to walk away. And if you build up a bunch of nose around your company, people are not investing, then that's, you know, the network becomes aware that all these people didn't invest.

0:55.7

And you're kind of screwed.

1:02.0

So, you know, one of the first lessons that I learned from a great mentor of mine.

1:05.6

His name is Michael Carter.

1:08.7

He has this company, PlayCo, very successful gaming company.

1:13.0

He was giving some talks on fundraising and he taught me this concept.

1:14.5

Just don't say your fundraising.

1:17.8

Just go build relationships first.

1:23.1

Go and meet investors and get them excited about who you are as a person and casually get them excited about your idea.

1:27.2

Instead of going and saying, I'm pitching you,

1:30.0

which automatically puts them on a pedestal versus you, right?

1:33.7

You're not peers anymore.

1:35.5

Now they're on a pedestal.

1:37.6

And so it sets the dynamics incorrectly from the beginning.

1:41.6

You're not building a relationship,

...

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