ACQ2 by Acquired How to Live in Everyone Else's Future (with Shopify CEO Tobi Lütke)
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Sep 18, 2025 
Tobi Lütke, the visionary Founder and CEO of Shopify, shares his insightful journey from a programmer to a tech leader steering a $200B company. He dives into the transformative power of AI and how it fuels Shopify's innovation through tools like Sidekick. Tobi discusses the challenges of skyrocketing valuations and the leadership lessons learned during market fluctuations. He emphasizes the importance of aligning technology with human experiences and refining regret-minimization to connect with your ideal future self. A thought-provoking exploration of leadership in the tech landscape!
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Build Eval Suites For AI Models
- Tobi builds evals (folders of prompts and judged results) to test each new AI model consistently.
- He treats these like unit tests to find capability edges and retest future models quickly.
Abstractions Can Limit Future Potential
- Abstractions raise the floor but can lower the ceiling if chosen poorly.
- Good toolmakers design abstractions that don't constrain future excellence.
Ask Goals, Prototype With AI
- Ask customers their goals and use AI to prototype tailored solutions automatically.
- Let tools do obscure best-practices so small merchants can hit their vision faster.