Mac Conwell ("Mac the VC") is the Founder and Managing Partner of RareBreed Ventures. Mac is a former software engineer and a two-time founder. One of Mac's companies failed, the other went on to a successful exit. He then broke into the world of investing by working for the State of Maryland, before raising a fund of his own in a short amount of time. From homeless to VC, "hacker turned hustler", RareBreed has seen tremendous success in a short amount of time. You can also watch this episode on youtube at: https://youtu.be/yUZLzY-fyJU  https://twitter.com/macconwell  https://rarebreed.vc https://rationalvc.com  00:00 Intros 02:32 Psychology from homeless to VC 07:58 How Mac got into VC 13:14 Raising a fund off Twitter 19:07 Overlooked & underserved founders 23:35 Diligence / what Mac looks for 30:41 Biases in Silicon Valley 34:58 Mac's advice for Cyrus and Iman 41:30 Mistakes to avoid after raising a fund 43:15 Technical skills vs selling skills for founders 46:30 Mac's mentors 49:23 Mac's personal values & principles

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Rational VC provides regular content on technology investing and technology building. We also write long-form memos. You can sign up for these monthly memo newsletters on the website: https://www.rationalvc.com/ We break everything down to first principles, to simplify the complex technology world. We aim to bring you content that is insightful, logical, and rational. We cover tech products and tech companies across the lifecycle, from pre-seed to seed, Series A to D+, to IPOs and beyond. We also cover all investing methods including Angel Investing, Venture Capital, Private Equity, Hedge Funds, Public Markets, etc. For more information on Cyrus, Iman and the channel, check out: https://www.rationalvc.com/ https://www.linkedin.com/in/cyrusyari/ https://www.linkedin.com/in/imanolya1/ https://twitter.com/CyrusYari https://twitter.com/iman_olya

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