Mastering the Art of Fundraising

Apr 1, 2026

Ryan Breslow, entrepreneur and mentor focused on startups and fundraising. He explains why you should not announce a raise and instead cultivate relationships. He stresses asking for advice to attract investors and the value of targeted networking and low-cost events. He also warns against early rejections and showing desperation to potential backers.

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ADVICE

Don't Announce You're Fundraising

Avoid ever saying you're fundraising; it puts you on a strict clock and signals scarcity to investors.
Ryan Breslow learned this early and reframed outreach to build relationships before any formal ask, preventing a cascade of visible "no" decisions.

ADVICE

Ask For Advice Not Funding

Ask for advice instead of money to disarm investors and create authentic interest in you and your idea.
Ryan Breslow recommends seeking feedback first so impressed advisors who have capital will organically want to invest.

ADVICE

Build A Strategic Network With Low Cost Events

Strategically target and warm up the right people by hosting low-cost dinners and events to build a connected network.
Breslow executed cheap happy hours that attracted VCs who later sponsored events and expanded his introductions.

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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.

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