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.

New York
HR Tech, SaaS & B2B Marketplace
Founder-Led SalesFractional CRO and GTM LeadershipGo-To-Market (GTM) StrategyPackagingPricingProduct MarketingRevenue GrowthSales Led Growth

Content & Articles by Caroline Fay

Most Startup Content Is Invisible: Here’s How to Fix It

In this Mucker Growth Series session, we invited Irina Maltseva, founder of Seen, to share how early-stage B2B SaaS companies get found on Google and inside LLMs. She has spent...

Setting Up A Founder-Led Organic LinkedIn Content Machine With Claude

In this Mucker Growth Series session, we invited Jonathan Martinez, founder and CEO of GrowthPair, to share how founder-led LinkedIn content took his startup from zero to $1M in annual...

Lessons From Building An AI-Native Startup with Octagos

In this Mucker Growth Series session, we invited friends from one of our portfolio companies Haley Chute, CPO & CMO, and Harpreet Marwaha, COO & CFO of Octagos, to share...

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...

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