Andrea Chesleigh

Andrea Chesleigh

COO/CPO and Author
29 points

About

Product exec and author of The Business of Product. I help founders and PMs fix messy strategy, sharpen pricing, and lead with conviction. Helped bring Spresso’s pricing intelligence product to market, and scaled teams at Boxed, One Kings Lane, Rent the Runway, and Zappos. Now I offer 1:1 clarity sessions and async doc reviews for people building ambitious things. Always down to talk shop, simplify chaos, and help operators think sharper and move faster.

Badges

Tastemaker
Tastemaker
Veteran
Veteran
Gone streaking
Gone streaking

Maker History

  • The Business of Product
    The Business of ProductA field guide for PMs learning to think like founders
    Jun 2025
  • Product School
    Product SchoolThe global leader in AI training for Product Teams
    Sep 2019
  • 🎉
    Joined Product HuntAugust 5th, 2015

Forums

The Business of Product - A field guide for PMs learning to think like founders

Written by a CPO turned COO, this field guide helps PMs, founders, and operators level up. It’s packed with strategy, real stories, and decision-making tools to help you think, decide, and lead like an exec before and after the title.
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