20VC: Rick Marini on Lessons Leant From Naval Ravikant, Why You Need To Make 30 Investments Before You Know What You Are Doing & Why You Have To Earn The Right To Good Dealflow

20VC: Rick Marini on Lessons Leant From Naval Ravikant, Why You Need To Make 30 Investments Before You Know What You Are Doing & Why You Have To Earn The Right To Good Dealflow

Rick Marini is a serial entrepreneur and angel investor with over 45 investments in early stage startups. Some of Rick's investments include the likes of Snapchat, AngelList, Luxe and Nuzzel, just to name a few. Prior to his prolific angel investing career, Rick was the Founder & CEO of BranchOut - the largest professional network leveraging the social graph with more than 800 million profiles. BranchOut raised $49 million in funding from Accel Partners, Redpoint Ventures, Mayfield Fund and more. BranchOut was acquired in 2014 by One-Page. Previously, Rick was also the Founder & CEO of Talk.co. Talk.co was acquired in 2014 by Hearst Corporation. Prior to BranchOut and Talk.co, Rick was the Co-Founder, of Tickle. Tickle operated as a profitable company with almost $40 million of revenue. Tickle was acquired in 2004 by Monster Worldwide for $100 million.

In Today's Episode You Will Learn:

1.) How Rick made his way into early stage investing from founding and exiting 4 companies?

2.) What is Rick's approach to pre-investment value add? Should investors hold it back and wait until the term sheet is signed? What have been some of Rick's biggest lessons from Naval @ AngelList?

3.) Naval Ravikant says, 'you need to make 30 investments before you know what you are doing'. Does Rick agree with this and can this be applied to the venture ecosystem?

4.) How does Rick approach the common angel problem of dilution? What are his thoughts on getting squeezed out by VCs and growth investors in later rounds?

5.) How does Rick measure his success and value as an angel? What are Rick's biggest concerns when viewing a prospective investment?

Items Mentioned In Today's Episode:

Rick's Fave Blog: Mattermark Daily

Rick's Fave Book: Hero With A Thousand Faces

Rick's Most Recent Investment: True Facet

As always you can follow The Twenty Minute VC, Harry and Rick on Twitter here!

Likewise, you can follow Harry on Snapchat here for mojito madness and all things 20VC.

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Episoder(1425)

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20VC OGs: SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price | Airwallex Raises $330M and The Battle with Keith Rabois | Netflix Acquires Warner Brothers | IPO Market Predictions for 2026: Anthropic, Stripe, Databricks and SpaceX

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AGENDA: 04:06 Anthropic's $30BN Investment from Microsoft and NVIDIA 07:01 Google vs. OpenAI: Sam Altman's "War Mode" Memo 15:27 NVIDIA's Customer Concentration: Bull or Bear 22:12 Is "War Mode" BS: D...

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Maor Shlomo is the Founder and CEO of Base44, the AI building platform that Maor built from idea to $80M acquisition by Wix, in just 8 months. Today the company serves millions of users and will hit $...

24 Nov 20251h 11min

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