For the first-ever live recording of High Bit, Brett Gibson sits down with two founders building at the center of the AI engineering shift: Daksh Gupta, co-founder and CEO of Greptile, and Matt Matheson, co-founder and CTO of Trunk.io.
AI can write code. That part is no longer interesting. What matters now is what happens when engineering teams suddenly ship much faster, when review and testing become the bottleneck, and when the old operating model for software teams starts to break.
In this episode, Daksh and Matt get into how their teams are structured, why smaller teams can now do much more, what happens to project management when writing a ticket can take as long as shipping the feature, and why the best engineers in this era may look different than before.
They also discuss the tooling layer beyond code generation, from AI code review and CI to agents, testing, validation, and the “outer loop” required to get code safely into production.
The conversation gets into what engineering leaders should rethink now: team size, autonomy, hiring, process, token spend, and how to build teams that can move at AI speed without turning the product into a mess.
Chapters:
(00:00) Advice for Engineering Leaders
(01:07) Welcome to High Bit Live
(02:20) Matt's Path Through Microsoft, Uber, and Trunk
(03:08) Daksh's First Job Is Running Greptile
(04:00) Why Three-Person Teams Beat Everything Else
(07:55) Why AI-Native New Grads Changed Their Minds on Junior Hires
(11:41) When Tickets Take Longer Than Shipping
(16:05) Review and Testing Became the New Bottleneck
(19:40) Greptile's Three Questions for Code Review
(22:34) The Outer Loop Is the Next Bottleneck to Fix
(25:33) The Rise of the God Agent
(29:53) One Tool Led to 40 Internal Workflows
(36:05) The 10,000x Engineer and the War for Talent
(39:10) Two Hiring Archetypes That Beat Generalists
(40:16) Why You Can't Make a Heavy Company Light
(44:40) Why They're Not Maxing Out Token Spend
(49:07) Why Small Inefficiencies Now Cost 10X More
Follow Daksh and Greptile:
@dakshgup
@greptile
Follow Matt and Trunk.io:
linkedin.com/in/matthewmatheson
@trunkio
Follow Brett and Initialized:
X: @brettdg / @Initialized
LinkedIn:
linkedin.com/in/brettdgibson
linkedin.com/company/initialized-capital
