Hi, I’m Caroline.

I’m an exited founder and a GTM advisor and consultant.

I’m the founder and principal of The Extra Group, a consultancy and training company for non-traditional founders and startups.

After starting my career in adult education, I developed a deep interest in how workers could gain easier access to springboard career opportunities. This led me to build Skillist, a venture-backed inclusive hiring platform.

While my startup won customers like Wayfair, DraftKings, and ezCater, finding recurring revenue and undeniable product-market fit was a challenge.

We ultimately exited our startup because revenue wasn’t repeatable enough.

I became obsessed with understanding what we could have done differently.

I worked in Go-to-Market at a late-stage startup, and studied the feedback loop between sales, marketing, and product. I read everything I could about the differences between early-stage sales and late-stage sales. Ultimately, I started consulting with founders to test what I was learning. 

Since 2024, I’ve coached and trained over 250 founders. I am a Go-to-Market coach for Visible Hands and Company Ventures. I have run sales workshops for JFF Ventures, Yale University, Blue Ridge Labs, and more.

Outside of work, I sit on the Board of Trustees for Franklin Cummings Tech, a technical college in Boston. I also participate in climate action with Extinction Rebellion. I have a past life as a music writer, so I’m often seeing live music or digging for additions to my record collection.