Rob Chesney

COO, Trunk Club

Rob Chesney currently serves on the Board of Directors for multiple companies: MAX, Cameo, and LandscapeHub. Rob was previously the Chief Operating Officer for Trunk Club. He was previously an EIR in Greylock Partners’ Silicon Valley office. Prior to joining Greylock, Rob was a Vice President at eBay, having worked at the leading ecommerce company for eight years. He ran the Company’s Buyer Experience team where he oversaw the Company’s largest business verticals including fashion, technology, media, collectibles and home. These verticals represent more than half of eBay’s $2 billion North America business. Prior to running eBay’s Buyer Experience team, Rob was VP and GM of eBay Motors, which he joined shortly after it launched in 2001. Rob graduated from the Kellogg School of Management at Northwestern University and earned his bachelor’s in economics at McGill University. Rob was born and raised in Toronto.

Articles by Rob Chesney

Compensation Benchmarks for Early Stage Startups with Peter Walker

In this Mucker Growth Session, Peter Walker from Carta reviews insights and compensation benchmarks for early stage startups gathered from Carta’s extensive dataset of nearly 50,000 startups. In the evolving...

Legal 101 For Startups with Amanda Busch

In this Mucker Growth Session, Amanda Busch, General Counsel at Mucker, discusses the legal basics founders should consider when building their startup. Link to Slide Content: Mucker Growth Series –...

Buyer Journey Framework – The Secret To B2B Go-To-Market Success with Tony Yang

In this Mucker Growth Session, Tony Yang, Head of Growth at Mucker, walks through using a buyer’s journey framework to improve your customer’s experience and your conversion rates. Common Buyer...

Annual Financial Planning Best Practices for Startups with Debbie Rosler

In this Mucker Growth Session, Debbie Rosler from Burkland reviews best practices for building a startup annual financial plan. Objectives of Financial Planning for Startups There are 6 key objectives...

Creative GenAI Applications to Fuel Early Stage Startup Growth with Rosemary Brisco and Bob Mitton

In this Mucker Growth Session, Rosemary Brisco and Bob Mitton, renowned consultants in the AI field, focus on how startups can utilize AI to enhance growth and efficiency across various...

How To Identify Key Product Metrics To Unlock Value For Product-Led Startups with David Jesse

In this Mucker Growth Session, David Jesse, Senior Product Advisor & Coach at Prodify with prior product leadership experience at DoorDash, Groupon, and eBay, focuses on aligning your product metrics...