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This Week in Startups

ANGEL: FirstMark’s Rick Heitzmann on shaking off the bull run, “shock absorbers,” and more | E1670

This Week in Startups

Jason Calacanis

Technology

4.21.4K Ratings

🗓️ 2 February 2023

⏱️ 55 minutes

🧾️ Download transcript

Summary

Jason is joined by FirstMark Capital’s Rick Heitzmann, who started his investment career in 1999. They discuss “sobering up” after the 14-year bull run (1:55), Airbnb’s response to the downturn (7:38), how senior leaders must act as shock absorbers for their founders (26:30), and more!

(0:00) Jason kicks off the show

(1:55) Rick’s experience of the “Speculative Asset Bubble”

(7:38) Airbnb’s reaction to the downturn

(11:33) LinkedIn Jobs - Go to https://linkedIn.com/angel and post your first job for free

(12:58) Rick’s memory of the Dot Com bubble

(19:39) Advice for founders in a downturn

(22:27) Embroker - Use code TWIST to get an extra 10% off insurance at https://Embroker.com/twist

(23:29) How CAC and LTV have changed

(26:30) The emotional state of Founders and keeping them focused

(35:09) Term sheets in the Dot Com era and today

(40:06) Letterhead - get 50% off their first year at tryletterhead.com/twist

(41:21) Different forms of exits + Key attributes in founders


FOLLOW Rick: https://twitter.com/rick

FOLLOW Jason: https://linktr.ee/calacanis

FOLLOW Molly: https://twitter.com/mollywood


Transcript

Click on a timestamp to play from that location

0:00.0

Okay, everybody, we're back with an amazing episode of angel season seven.

0:03.8

And by now, you probably know the theme for this season is three cycle investors.

0:08.4

That's the term I've dubbed VCs and angels who have been investing or operating through

0:13.1

the dot com bubble, through the rate recession, through the 14 year bull run, and they're still

0:17.8

going in 2023.

0:19.8

Today, we have a great interview with first marks Rick Heitzman.

0:22.4

He started investing back in 1999 right before the dot com bubble burst.

0:27.3

And he started first mark capital in 2008.

0:30.1

We go deep on shaking off the 14 year bull run and how startups can sober up and get

0:35.0

back to reality, plus Airbnb's brilliant reaction to the COVID downturn.

0:39.0

He's an investor and reminiscing on the problems from the dot com bubble and how they were

0:43.5

solved and eventually worked out.

0:45.2

Finally, we talk about how senior members of startup teams have to act as shock absorbers.

0:49.4

I love this term, investors, founders, how we act as shock absorbers during difficult

0:54.5

times, calm things down, create plans, and then help companies survive downturns.

0:59.6

It's a great episode.

1:00.6

Stick with us.

1:01.6

This week in startups is brought to you by LinkedIn Jobs.

1:05.6

A business is only as strong as its people and every higher matters.

1:10.5

Post your first job for free at LinkedIn dot com slash angel.

1:15.6

Embroker startup insurance program helps startups secure the most important types of insurance

1:20.9

at a lower cost.

...

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