A Bad Investor is Worse Than No Investor

16/09/2025 31 min Episodio 262
A Bad Investor is Worse Than No Investor

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Episode Synopsis

Every founder needs to hear this: A Bad Investor is Worse Than No Investor. Before you start chasing venture capital, you must understand the risks. In this interview, M&A expert Scott Kelly explains why bootstrapped founders of seven, eight, and even nine-figure brands often love their lives, while many VC-backed founders are miserably stressed. We break down the cautionary tale of FanDuel, whose founders got "little or nothing" after raising hundreds of millions, versus MailChimp, whose founders kept 98% of the proceeds from their exit after bootstrapping. This is a must-watch for any entrepreneur deciding how to fund their business. Check out the company: https://blackdogvp.comBook a 1-on-1 advisory session with me to apply these principles to your business: https://calendly.com/wltb/advisory👀 CONNECT WITH SEANSubscribe: https://www.youtube.com/@seanweisbrotLinkedIn: https://linkedin.com/in/seanweisbrotInquiries: [email protected]🕒 CHAPTERS00:00 - The Art of Finding the Right Partner03:29 - The #1 Thing Founders Must Do Before Starting06:27 - The VC Trap: Chasing Fundraising vs. Building a Business08:13 - Quantity vs. Quality of Life: A Founder's Choice11:04 - The Warning: MailChimp (Bootstrap) vs. FanDuel (VC)13:40 - M&A is Sexy, But It's an Art16:48 - The Dirty Secret of VC Due Diligence21:49 - Why a Bad Investor is Worse Than No Investor25:12 - Why I Love Bootstrapped Founders28:01 - Start With The End in Mind📈 WORK WITH ME▶ Book a Paid Advisory Session: https://calendly.com/wltb/advisory▶ Sponsor the Channel: https://www.welivetobuild.com/collaborate▶ My AI/Automation Agency: https://optimai.ai Hosted on Acast. See acast.com/privacy for more information.

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