Our Early Sales Program

Proven sales curriculum and 1:1 coaching for early founders and teams

Hi, I’m Caroline, founder of The Extra Group. I built this program because it’s what I needed when I was a seed-stage startup founder. 

While we sold to namebrand clients like Wayfair, DraftKings and Drizly, finding recurring revenue and undeniable product-market fit was a challenge for us for a few big reasons:

  • I simultaneously avoided and put too much pressure on every sales call

  • I focused too much on what we wanted to build than what the market wanted to buy

  • We tinkered on elements of the product that weren’t going to impact sales (but we didn’t sell enough to know that)

After working at a growth-stage startup in Go-to-Market and coaching dozens of early founders, I built this Product-Market Fit Program so ambitious founders and teams can sidestep sales mistakes and earn revenue quickly without sacrificing their vision.

How it works

Step 1: A 90-minute discovery session where we’ll work together to get all the insights about your business and target buyer out of your brain. I’ll also get to know your vision and values.

Step 2: Then, I provide a founder-led sales curriculum and a coaching plan, based on your company’s stage and goals. We will use the frameworks and tools that I’ve seen work with dozens of other founders and leaders, including explainer videos and resources like outreach templates, sample sales decks, frameworks, trackers, and how-tos.

Step 3: We work together for six months building towards your tangible results. You get tactical advising on how to crack early sales, and the coaching support from someone who’s been in your shoes.

Bi-weekly coaching and advising sessions

Unlimited async content review

Founder-led sales curriculum and coaching plan


Our clients (including technical founders, introverts, policy experts, and scientists) have: 

  • 50xed their recurring revenue and counting

  • Increased pipeline of qualified leads by 300%

  • Closed two sales within one month of a pivot

  • Increased sales calls per week by 400%

  • Gained the skills and the confidence to tackle founder-led sales

  • Stopped tinkering on their product (you’re ready to sell now - we promise)

  • Learned what to focus on and what to deprioritize when you’re running a pre-PMF startup

To be a good candidate for these results, you need:

  • To have anywhere from zero to one hundred customers, or to be launching a new business line

  • To sell B2B or B2B2C

  • To be willing to personally commit time and effort to selling (the path to early traction requires founder-led sales and doesn’t allow for as much outsourcing as you’d like)

Anthony Lewis, CEO and Founder, Emerge.io

“Caroline’s coaching got me out of my head and helped me clear the big hurdle of early sales. We have accelerated our sales process and feel more confident in our ability to close sales.”

Jamie-Jin Lewis, CEO and Founder, Wiggle Room

““The Extra Group has completely transformed my business. She has helped me get out of my own way and unlock the best decisions for my company, which has unlocked repeatable sales.”