Caroline Fay
Founder and Principal
at The Extra Group
Caroline Fay is an exited founder and a fractional go-to-market exec. Through her advisory firm, The Extra Group, she helps startups fix GTM bottlenecks and scale revenue, fast.
She’s recently helped startups 70x their ARR, increase ARR from $250K to $1.3M in six months, and reach $50K MRR from zero in six months. She works with startups across industries from idea stage up to Series A, with an expertise in B2B.
After exiting her startup, Skillist, she led a product marketing team at Lattice, where she developed go-to-market strategies for new product lines and regions.
She teaches and coaches at organizations like Yale University, JFF Ventures, Company Ventures, and Visible Hands. She holds a Master’s Degree in Education from Harvard University and sits on the Board of Trustees of Franklin Cummings Tech, a technical college in Boston.
Content & Articles by Caroline Fay
How To Craft Your Website Messaging & Positioning as a Startup
In this Mucker Growth Series session, Anthony Pierri, co-founder of FletchPMM, walks through how to craft website messaging and positioning as a startup. FletchPMM is a consultancy that has worked...
2026 New York Tech Week Recap of Mucker Sessions
Mucker Capital went to New York Tech Week to host sessions for founders, operators, and builders thinking through how AI is changing product, growth, and search. Among the sessions were:...
Closing Enterprise Deals in Founder-Led Sales as a Startup
In our recent Mucker Growth Series session, I invited David Mackay, Managing Director at D9Y and one of our operating experts at Mucker, to talk about closing enterprise deals in...
The 10 Security Gaps That Plague Startups Before Their A Round
A NOTE ON SEVERITY Not every item on this list carries the same level of risk. Some are the kind of finding that stops a deal. Others are serious but...
Community-Led Growth for Startups: Why Most Communities Fail and How to Build One That Actually Works
In our recent Mucker Growth Series session, I invited Sam Jacobs — founder and CEO of Pavilion — to talk about community-led growth: what it actually means, why most communities...
Pricing Models & Monetization Systems for Startup Success
In our recent Mucker Growth Series webinar session, we invited Jeffrey Tjiok and Jack Benson from Simon-Kucher to break down how startups can build pricing into their DNA from day...