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Jeff Aldrich

Director-level Product Leader specializing in web platforms, growth, and AI

SquarespaceNYUNew York, NY18 Years ExperienceDirector Level

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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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Experience

Product DirectorSquarespace · Nov 2020 – Present
Senior Product ManagerKickstarter · May 2019 – Nov 2020
Director of Product ManagementPlanned Parenthood · May 2014 – Jan 2019
Product LeadSee.Me · Jul 2011 – Feb 2014
COOGreat American Photo Contest · Jan 2007 – Jul 2011

Education

NYUbachelor, Creative Writing and Multimedia Art

Languages

English

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Jeff AldrichDirector-level Product Leader specializing in web platforms, growth, and AI