I once met a founder who went into $700,000 of debt for his startup. On the Mr. Bray Labs podcast, I dug into that and other crazy stories I’ve seen in my 3.5 years investing in startups.
Here are some of my favorite moments from the Part 2 with Jesse:
5:23: Why a technical team is a must.
10:22: Why I’m not interested in ‘early exits’.
13:57: How to incorporate your startup properly.
17:25: The biggest mistake I’ve made as an angel.
24:30: When a founder went over $700,000 into debt for his startup.
30:50: How new angels lose a fortune.
38:34: The startups I want to meet.
What are the wildest things you’ve seen in startupland?
More on tech:
Backing One of the World’s Fastest Growing Startups | The Mr. Bray Labs Podcast
How I Make Sure I’m Never Late to Meet a Founder
From $50 Million to $50 Billion: Thomas Laffont at the All-In Summit
Save Money on Stuff I Use:
This platform lets me diversify my real estate investments so I’m not too exposed to any one market. I’ve invested since 2018 with great returns.
More on Fundrise in this post.
If you decide to invest in Fundrise, you can use this link to get $100 in free bonus shares!
I’ve used Misfits for years, and it never disappoints! Every fruit and vegetable is organic, super fresh, and packed with flavor!
I wrote a detailed review of Misfits here.
Use this link to sign up and you’ll save $15 on your first order. ![]()

Leave a comment