Chris Conley
Founder, modern B2B billing; Ex-Stripe engineering leader
chrisconley
Greater Boston
Dublin, Ireland
Joined May 2026
Network
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Summary
Chris Conley is an experienced entrepreneurial and product-minded engineering leader with a strong background in software development and technical management. He has a history of co-founding startups, including Houdini API and iSepta.org, and is currently launching a new venture in modern B2B billing after extensive experience at Stripe. chrisconley+2
He spent seven years at Stripe, where he focused on critical monetization, billing, repricing, and accounting projects. His work at Stripe provided him a front-row seat to common challenges in B2B pricing and billing, which he now aims to solve with his new startup. skool
Chris is a proponent of innovative engineering practices, notably advocating for and implementing 100% pair programming while eliminating traditional code reviews during his time as Director of Engineering at RealScout. He has shared his insights on engineering culture and hiring through various articles and talks. eatcodeplay+1
He is also an author, currently working on a book titled 'The Hangman Startup', and has given several talks on topics ranging from decision theory and delivering software to easy Mechanical Turk integration and the creation of the iSepta mobile app. medium+3
Chris expresses interest in AI, specifically discussing the future impact of GPT-4 and leveraging decision-making tools like Roger Martin's "What would have to be true?" technique to analyze potential scenarios for AI's influence on knowledge workers. twitter+5
Work
Education
Writing
How to Ace the Technical Phone Interview
February 1, 2015Insights and preparation strategies for technical phone screens, based on experience giving and taking interviews, including examples from RealScout's interview process.
Why We Killed Off Code Reviews
February 1, 2015An article discussing RealScout's transition from traditional code reviews to a 100% pair programming model, highlighting the benefits and downsides of this approach.
Finding, Winning, and Retaining Your First Ten Engineers
A startup guide covering sourcing, interviewing, hiring, and retaining engineers in the Bay Area.
Interesting Consequences of Living in a Simulated World
Why Programming is Hard
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