Jason Warner is a former GitHub CTO and Heroku Head of Engineering who now works as a Managing Director at Redpoint, where he evaluates startups' engineering organizations like an insider by assessing code quality, on-call practices, and how engineering teams actually operate day-to-day. He runs a distinctive founder-education content series where he shares tactical advice to technical founders every Tuesday, and later founded Poolside AI, giving him an unusual combination of large-scale engineering leadership, venture investing, and hands-on AI tooling company building experience.
What they've been talking about across their social media accounts

- Commitment to engineering AGI through reinforcement learning. Views RL as the primary vector for scaling intelligence and emphasizes a factory-like approach to large-scale experimentation, believing that all development eventually collapses into the model itself.
- Strict definition of open source AI. Argues that simply releasing downloadable weights does not constitute open source, comparing them to pre-compiled files from the 90s, and insists that the dataset and architecture are the actual source code that matters.
- Macro focus on the three pillars defining the next decade. Identifies energy generation, chip manufacturing for training, and the AI networks themselves as the only three factors that will define the future of digital technology.
- Interest in modernizing legacy infrastructure. Highlights the value of using AI to migrate critical, older codebases—specifically mentioning Ada—into modern languages like Rust to secure and update foundational systems.
- Skepticism regarding innovation at large technology firms. Suggests that once companies reach a certain scale, they lose the ability to build interesting products internally and effectively function as private equity holding companies that must acquire startups to compete.
- Affinity for deep tech culture and sci-fi concepts. Shows a playful side relevant to building rapport, such as discussing simulation theory with his children and referencing frustration with clunky enterprise software login screens during hypothetical space travel scenarios.
About their Fund
Sectors
AI, Consumer, Enterprise, Fintech, SaaS
Rounds
Seed - Series B+
Avg Check Size
$100K - $50M
Notable Investments
Redpoint has built one of tech's most visible "media-first" franchises through The Logan Bartlett Show podcast and a full content hub that gives founders unusually transparent access to how they think about markets and deals, while embracing an irreverent "in the trenches with founders" culture that contrasts with more buttoned-up Sand Hill brands. The firm's early-stage practice is co-led by operators with deep product and infrastructure backgrounds who explicitly focus on investing in open-source communities and developer tools, with partners like Urvashi Barooah bringing thesis-driven views on AI-native applications and positioning Redpoint as unusually accessible to emerging founders, not just insiders.
Other partners at the fund
Notable Fund
Investments
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Popular Investors
investor name
Active in
Rounds
Avg. Check
Links
Deeptech / Hardware
Robotics
Biotech
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12
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Unknown
Pre-Seed - Seed
Unknown
$400K - $2M
Unknown
Defense
Deeptech / Hardware
Energy
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7
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Unknown
Pre-Seed - Series A
Unknown
$100K - $5M
Unknown
Defense
Deeptech / Hardware
Energy
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7
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Unknown
Pre-Seed - Series A
Unknown
$100K - $5M
Unknown
Biotech
Health
Deeptech / Hardware
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2
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Unknown
Pre-Seed - Seed
Unknown
$250K - $2M
Unknown
Climate
Deeptech / Hardware
Materials
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4
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Unknown
Pre-Seed - Seed
Unknown
$400K - $1.5M
Unknown
Deeptech / Hardware
Robotics
Biotech
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7
View more in profile...
Unknown
Pre-Seed - Seed
Unknown
$400K - $2M
Unknown
Deeptech / Hardware
Robotics
Biotech
+
2
View more in profile...
Unknown
Pre-Seed - Seed
Unknown
~$750K
Unknown
Fintech
Deeptech / Hardware
Devtools
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2
View more in profile...
Unknown
Pre-Seed - Series A
Unknown
$250K-$1M
Unknown
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