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The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

20VC: Matt Mochary, Coach To Silicon Valley's Leading VCs & Founders on How To Deal with Imposter Syndrome and Self-Doubt, How To Manage Fear and Anger & Why Board Seats Are The Death of Investors

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC

Finance, Venturecapital, Tech News, News, Siliconvalley, Technology, Investing, Startups, Business

4.4637 Ratings

🗓️ 9 March 2020

⏱️ 38 minutes

🧾️ Download transcript

Summary

Matt Mochary coaches some of the world's leading venture capitalists and founders helping them to build the best organizations possible. On the VC side, Matt has worked with Peter Fenton @ Benchmark, several Sequoia Partners, Hemant @ GC and Mamoon @ Kleiner to name a few. As for founders, Matt has worked with the founders of Brex, Coinbase, Plaid, Reddit, Flexport and more. Prior to coaching, Matt began his business career as an investor with Spectrum Equity Investors.  He then co-founded Totality, eventually sold to MCI/Verizon.  In his own words, Matt went on to have fun (making the Academy Award short-listed documentary Favela Rising) and do good (starting the Mochary Foundation).

In Today’s Episode You Will Learn:

1.) How Matt made his way from growth investor to immensely successful founder to now coaching the world's leading investors and founders?

2.) How does Matt advise founders to think about their relationship towards fear and anger? Why doe they generate bad quality of decision-making? What should be done when one recognises they are fearful or angry? Where do many founders and investors go wrong here?

3.) How does Matt advise founders who struggle with issues of self-doubt and imposter syndrome? What process should they go through to gain their confidence? What should they not do? How should they communicate their self-doubt to their team and the world?

4.) How does Matt advise founders in terms of the optimal communication strategy both with their team and their co-founders? Does radical transparency need to be instant or should it be timed correctly? What are the best conflict resolution strategies between founding teams?

5.) Why does Matt believe boards are the death of investors? Why are board members not optimally placed to advise their founders? What does Matt believe makes the best board members having worked with the likes of Peter Fenton? What does Matt advise new board members to be the best board member they can be?

As always you can follow HarryThe Twenty Minute VC and Matt on Twitter here!

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

Transcript

Click on a timestamp to play from that location

0:00.0

This is the 20 minute VC with me, Harry Stebbings, and I always loved to hear your feedback on the show,

0:04.0

and you can give that on Instagram at H. Stebbings, 1996 with 2Bs. It's always great to see you there.

0:09.3

But to the show today, and a very different and special one for me today, it's a really, very real and

0:14.3

open and honest discussion. And so with that, I'm thrilled to welcome Matt Mashari.

0:18.4

Matt coaches some of the world's leading venture capitalists and

0:20.9

founders, helping them to build the best organizations possible. On the VC side, Matt has worked with

0:26.0

the likes of Peter Fenton at Benchmark, several Sequoia partners, Hemont at GC and Mammon at Kleiner, to name a few.

0:32.2

As for founders, Matt's worked with the founders of Brex, Coinbase, Plaid, Reddit, Flexport, and many more incredible companies.

0:39.3

And prior to coaching, Matt began his business career as an investor with Spectrum Equity

0:43.0

investors. He then co-founded Totality, which eventually sold to MCI Verizon. In his own words,

0:48.3

Matt then went on to have fun, making the Academy Award shortlisted documentary for Vela Rising

0:52.8

and do good, starting the Mashari Foundation.

0:55.4

I'd also want to say a huge thank you to Emmett at Twitch for the intro and Zach at Plaid, Emily at

0:59.8

Coinbase, Alex at Cleabit and Henrique at Brex for some fantastic question suggestions today.

1:04.9

I really do so appreciate that.

1:06.8

Before we move into the show today though, I wanted to take a moment to mention HelloSign,

1:10.3

a great example of a company that found success in building a product focused on user experience.

1:15.5

HelloSign is an effortless e-signature solution used by millions to securely send and request

1:20.6

legally valid digital signatures and agreements.

1:23.6

They raised a total of $16 million in funding and recently got acquired by Dropbox for an impressive $230 million.

1:30.0

Check out HelloSign.com forward slash 20VC to join the thousands of companies and founders, including me, who value fast, secure and simple e-signatures.

1:39.3

It really is a must.

...

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