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#103 - David Cramer // Co-Founder + CPO @ Sentry
DevTool 101 and evolving role of co-founder
Explore the evolution of both a product and the role of its co-founder in this CTO podcast featuring David Cramer (co-founder + CPO @ Sentry). You will discover the pros and cons of each stage in Sentry's journey (open source -> bootstrap -> VC) and why David's role evolved (CEO -> CTO -> CPO).
Listen to find out
Listen here
Timestamps:
(00:00) Introduction to the alphalist Podcast
(01:59) Early Days and Bootstrapping
(04:40) Opportunities in the Wild West Days of the Internet
(05:48) Building and Learning from Projects
(08:55) Branding, Design, and how to make an "unsexy" product cool
(12:44) Monetizing an Open Source Product
(15:49) Why they started Pessimistic
(17:41) Never Change a Thing
(18:03) Self-Serve Model: Efficiency and Revenue
(20:01) Lean, Efficient Teams
(21:26) Work with Friends, not Solo
(23:22) Evolving Role: CEO → CTO → CPO
(25:14) Burnout, Career Highs, and Lows
(27:47) What He is Up to These Days at Sentry
(28:59) Why He Doesn't Code at Sentry Much Anymore
(30:11) Centering Budget Conversations Around Idea Validation
(31:26) Developer Marketing Strategies
(32:39) 1. Build Personal Brand as Techie
(33:07) 2. Continue with Brand Awareness
(34:24) 3. Be Inspired by Best Brands (Even Unrelated), Not Boring Competitors
(35:12) Standing Out, Getting Attention: Sentry's First Billboard
(37:38) Builder, Not Technologist
(40:44) "Academics" and High Demand Skills of the Future
(45:27) Work-Life Balance Insights
(51:18) Advice to Younger Self
View all episodes
By Tobias Schlottke - alphalist CTO Podcast
5
66 ratings
DevTool 101 and evolving role of co-founder
Explore the evolution of both a product and the role of its co-founder in this CTO podcast featuring David Cramer (co-founder + CPO @ Sentry). You will discover the pros and cons of each stage in Sentry's journey (open source -> bootstrap -> VC) and why David's role evolved (CEO -> CTO -> CPO).
Listen to find out
Listen here
Timestamps:
(00:00) Introduction to the alphalist Podcast
(01:59) Early Days and Bootstrapping
(04:40) Opportunities in the Wild West Days of the Internet
(05:48) Building and Learning from Projects
(08:55) Branding, Design, and how to make an "unsexy" product cool
(12:44) Monetizing an Open Source Product
(15:49) Why they started Pessimistic
(17:41) Never Change a Thing
(18:03) Self-Serve Model: Efficiency and Revenue
(20:01) Lean, Efficient Teams
(21:26) Work with Friends, not Solo
(23:22) Evolving Role: CEO → CTO → CPO
(25:14) Burnout, Career Highs, and Lows
(27:47) What He is Up to These Days at Sentry
(28:59) Why He Doesn't Code at Sentry Much Anymore
(30:11) Centering Budget Conversations Around Idea Validation
(31:26) Developer Marketing Strategies
(32:39) 1. Build Personal Brand as Techie
(33:07) 2. Continue with Brand Awareness
(34:24) 3. Be Inspired by Best Brands (Even Unrelated), Not Boring Competitors
(35:12) Standing Out, Getting Attention: Sentry's First Billboard
(37:38) Builder, Not Technologist
(40:44) "Academics" and High Demand Skills of the Future
(45:27) Work-Life Balance Insights
(51:18) Advice to Younger Self
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