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Jeff Aldrich
Director-level Product Leader specializing in web platforms, growth, and AI
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About
Senior product leader at Squarespace overseeing the core website creation experience, with a standout track record in AI-powered product innovation and editor UX. They led major initiatives like Blueprint AI and Fluid Engine, combining user research, experimentation, and cross-functional leadership across a ~100-person org while developing PM talent and championing a human-centered AI philosophy.
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Key Strengths
- Led Squarespace's first AI features and multiple AI-driven website creation products
- Drove Blueprint AI, which improved trial-to-paid subscription conversion
- Deep expertise in human-centered AI for creative/productivity workflows
- Zero-to-one product leadership on Fluid Engine, Squarespace's next-gen layout system
- Strong user-research-driven product judgment grounded in mental models and usability
- Owned core website creation and editing experience at Squarespace
- Scaled leadership across a ~100-person cross-functional org
- Manages 9 PMs including a GPM and 8 ICs
- Strong strategic alignment and goal decomposition across teams
- Proven talent developer with concrete promotion-focused coaching outcomes
- Effective at overcoming internal skepticism with research and narrative
- Experience shipping migration solutions and mobile layout systems for complex platform changes
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