Where does Donna Boyer work?

Donna Boyer is EIR (Entrepreneur in Residence) at Cowboy Ventures.

What check size does Donna Boyer write?

Donna Boyer typically writes checks of $500K – $3M.

Donna Boyer

Investor

EIR (Entrepreneur in Residence) at Cowboy Ventures

San Francisco

Writes $500K – $3M checks · typically $1.8M

About

Donna Boyer is an EIR at Cowboy Ventures with a background leading product teams across growth stages. She previously served as Chief Product Officer at WeightWatchers and Teladoc Health, and held product executive roles at Stitch Fix, Airbnb, and early-stage startups. She earned a degree in Economics from Swarthmore College and began her career at Harvard Business School; she focuses on data, AI, and behavioral design applied to health and wellness.

Invests in

AI & Machine LearningConsumerDigital HealthWellness & Fitness

Experience

Cowboy VenturesExecutive-in-Residence | Venture Partnercurrent2025 — presentPalo Alto, CA
WeightWatchersStrategic Advisor | Product Leadership (Contract)2025San Francisco, CA
WeightWatchersChief Product Officer2024 — 2025San Francisco, CA
Enterprise for YouthBoard Member2020 — 2024
Teladoc HealthChief Product Officer2021 — 2024San Francisco Bay Area
Teladoc HealthSVP Product & Design at Teladoc Health2020 — 2021San Francisco Bay Area
Girls in Tech, Inc.Board Member2015 — 2021
Stitch FixVP Product Management and Design2018 — 2020San Francisco, CA
AirbnbHead of Airbnb Plus2017 — 2018
AirbnbHead of Product, Host & Homes2016 — 2017
BlurbChief Product Officer, Interim CMO2015 — 2016
BlurbChief Product Officer2012 — 2015San Francisco Bay Area
Callaway Digital ArtsChief Operating Officer & VP Products2011 — 2012
RMG NetworksGM and VP of Product2007 — 2011San Francisco Bay Area
YahooSenior Director, Personalization Platforms2004 — 2007
DigitalThink (acquired by Convergys)VP, Product Management2001 — 2003
PersonifyDirector, Product Management, Marketing and Design1998 — 2001
Hyperion Solutions (acquired by Oracle)Director, Product Management and Design1994 — 1998
Harvard Business SchoolResearch Associate1992 — 1994

Education

Swarthmore CollegeBA, Economics

Skills & more

Machine LearningUX ResearchProduct Design1Data AnalyticsData PlatformsCustomer Experience1Strategic PlanningTechnology IntegrationEngineering LeadershipExecutive LeadershipProduct LeadershipBusiness Transformation

+12 more

StartupsArtificial Intelligence (AI)Digital HealthVenture CapitalStart-up VenturesProduct MarketingPersonalizationProduct StrategyProduct DevelopmentStart-upsLeadershipStrategy

From Donna's professional profile.

Colleagues at Cowboy Ventures

Aileen Lee

Founder & Managing Partner of Cowboy Ventures

Amanda Robson

Partner at Cowboy Ventures

Caroline Duffy

Partner at Cowboy Ventures

James Cross

Scout at Cowboy Ventures

Jillian Williams

Principal at Cowboy Ventures

Joanne Yuan

Associate Partner at Cowboy Ventures

Rohan Puranik

Principal and Chief of Staff at Cowboy Ventures

Ryan Libster

Advisor at Cowboy Ventures

Network6

Aileen LeeScout

Founder & Managing Partner of Cowboy Ventures

Amanda RobsonScout

Partner at Cowboy Ventures

James CrossScout

Scout at Cowboy Ventures

Ryan LibsterScout

Advisor at Cowboy Ventures

Ted WangScout

Board Partner at Cowboy Ventures

Jillian Williams

Principal at Cowboy Ventures

Investors connected to Donna in public investor directories — a warm-intro map.

Frequently asked questions

Where does Donna Boyer work?: Donna Boyer is EIR (Entrepreneur in Residence) at Cowboy Ventures.
What does Donna Boyer invest in?: Donna Boyer invests in AI & Machine Learning, Consumer, Digital Health, Wellness & Fitness.
What check size does Donna Boyer write?: Donna Boyer typically writes checks of $500K – $3M.