DiscoverIn DepthHow rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)
How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)

How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)

Update: 2025-06-19
Share

Description

David Cramer is the co-founder of Sentry, the leading open-source error monitoring tool used by over 90,000 companies. A self-taught engineer, he went from 9th grade high school dropout and Burger King manager to building one of the most widely adopted developer tools in the world — by working hard and rejecting conventional wisdom. As of 2022, Sentry is valued at over $3 billion. David now serves as Chief Product Officer, after previously holding roles as CEO and CTO.




In this episode, we discuss:



  • How David went from managing a Burger King to landing his first job as a software engineer

  • How an code snippet grew into a ubiquitous monitoring platform

  • Why open source is an underrated distribution hack

  • How a ruthless competitive streak and obsession with excellence fueled Sentry’s rise

  • And so much more…




Referenced:





Where to find David:





Where to find Brett:



Where to find First Round Capital:





Timestamps:


(4:01 ) Learning to code through gaming


(6:31 ) Dropping out of high school


(9:47 ) Building infrastructure at Disqus


(10:20 ) “Software is not that hard”


(12:45 ) Early interest in open source


(15:45 ) The birth of Sentry


(23:37 ) Two common founder mistakes


(27:13 ) David’s unwavering focus


(28:17 ) Sentry’s journey to venture backing


(36:43 ) Finding conviction in decisions


(41:11 ) How Sentry found PMF


(46:34 ) More confidence, less ego


(48:08 ) Is sales valuable?


(51:31 ) David’s personal philosophy


(1:01:17 ) Money is not the hardest problem


(1:06:27 ) Marketing won’t fix a bad product


(1:10:34 ) What makes Sentry’s market unique


(1:16:24 ) “You’re gonna mess up”


(1:22:08 ) Why brand will always matter


(1:30:51 ) Eliminating all competition

Comments 
In Channel
loading
00:00
00:00
x

0.5x

0.8x

1.0x

1.25x

1.5x

2.0x

3.0x

Sleep Timer

Off

End of Episode

5 Minutes

10 Minutes

15 Minutes

30 Minutes

45 Minutes

60 Minutes

120 Minutes

How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)

How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder and CPO)

First Round