Go from slow sales to major momentum

Repeatable Sales Club

A monthly curriculum and community membership for early-stage founders who want accelerate growth. Learn tactical sales strategies and get the support you need to execute, so you can generate reliable revenue and find product-market fit.

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Live May Intensive

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Live May Intensive ⋆

Accelerate your revenue with our Quarterly Intensive

Don’t go it alone. Starting May 18th, we’ll run a live intensive for members, held over three focused weeks. You’ll be guided live through the essential frameworks that accelerate early-stage revenue. 

In just six sessions, you’ll learn our GTM playbook and start building your own. We’ll cover:

  • The twelve blockers to product-market fit 

  • Nailing your buyer definition

  • Our foolproof framework for booking sales calls in the age of AI

  • Our proven sales call script that converts and surfaces key insights 

  • Analyzing market insights to reach scale

Join the Repeatable Sales Club to participate in this live, bootcamp-style experience built for fast results. Sessions are on Tuesdays and Thursdays at 3 ET, with optional office hours on Mondays at 4 ET. 

Over six live sessions, Caroline will guide you through training and address your questions live. You’ll leave having made tangible progress on each key element of early-stage GTM. 

Members have access to call recordings and the video training library all year long, but join now to skip the self-study and get hands-on support to unblock your sales motion, stat.

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“Caroline hosted, by far, the most helpful and actionable sales training that I’ve ever attended — and I have attended many.”

— Kelsey Willock, CEO and Founder, Aura Finance

What’s included in the Repeatable Sales Club

  • Live quarterly intensive to learn or refresh your revenue strategy — starts May 18th

  • Tactical library of step-by-step sales frameworks so you can move from scattered outreach to systematic revenue generation

  • Weekly office hours so you can tackle roadblocks in real time

  • Bi-weekly co-working hours that help you power through your sales tasks and build momentum

  • Discounted 1:1 advisory support

  • Thirty-minute intro call

  • 24/7 community platform access so you can share wins, troubleshoot, and learn from alongside of like-minded founders

    • Master and implement foundational early sales tactics

    • Define your repeatable customer type so you stop selling to everyone and accelerate your path to recurring revenue

    • Learn proven outreach techniques that actually work for early-stage startups

    • Build ready-to-deploy GTM strategies that stand out from the noise, build goodwill, and match with your unique customer

    • Learn how to run sales calls that expose critical market insights and convert buyers who are a good fit

    • Figure out the pricing, packaging, and closing strategies that make sense for your business model

    • Uncover valuable market insights from every prospect conversation 

    • Sales aren’t moving as fast as you want, but you’re not sure why, and you’re not sure what needs to change most

    • You are a B2B/B2B2C founder with $0 to $1M in recurring revenue. You can be pre- or post-product, pre- or post-revenue. If you’re B2C, reach out to us to discuss if you’re a fit. 

    • You are ready and willing to talk to customers 

    • You’re on board with the idea that early-stage founders need to lead the sales process

    • All industries are welcome

    You’re not a fit if you’re looking for a quick fix, or you’re wanting to remove yourself entirely from the selling process.

  • $175 per month, per person. $300 per month for you and another member of your organization. Cancel anytime.

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  • $0 to $50K MRR in six months 

  • Two years of revenue closed in one quarter ($250K ARR to $1M+ ARR) 

  • 70x increase in repeatable sales 

  • An average 400% increase in qualified sales calls within two months

  • First two sales closed in the first month of work

  • Clarified their target buyer, after months of pivoting or scattershot selling

Our approach and methods work.

Clients we’ve supported (including scientists, introverts, activists, and technical founders) have seen results like: 

Meet the founder

Caroline is an exited tech founder and former product marketer at Series F unicorn, Lattice.

Now, she spends all day, every day, thinking about how early-stage startups can reach PMF faster.

She’s advised and trained hundreds of startups at organizations like Yale University, JFF Ventures, Company Ventures, and Blue Ridge Labs. Full bio.

What founders have to say about our trainings

  • Caroline is a world-class go-to-market expert. Thanks to her, I walked into every sales meeting prepared, confident, and with a clear strategy. She doesn't just guide; she equips you to win.

    Ali Bono, CEO and Co-Founder, Pelican Invests

  • This workshop was an absolute gamechanger. Caroline's frameworks make sales feel natural, strategic, and effective.

    Wendy McSparren, CEO and Co-Founder, Admirra

  • Tremendously useful information, broken down into a tactical and actionable format. The approach to looking at sales differently was inspiring.

    Nolan J Sulpizio, CEO and Co-Founder, Clean Plate Innovations

  • Before I attended this training, I would describe sales as a "necessary evil" (half joking). By the end of it, not only had Caroline demystified the process, but she also clearly made the case why it was almost the only thing that mattered getting right.

    Co-Founder, Healthcare Startup

  • With Caroline's mentorship, we were able to objectively assess and pivot sales strategies faster. Ultimately, we closed our first enterprise sales within two weeks of entering the market. We highly recommend any founder, with or without sales experience, to utilize her coaching.

    Valerie Trent, CEO and Founder, Thizo

  • Caroline has a unique way of breaking down complex sales processes into very basic terms. I love how passionate and patient she is with her clients and I would definitely recommend her to other founders who need help with their sales cycle.

    Damilola Soladoye, Co-Founder, Bunce

Curriculum details

Comprehensive video trainings with accompanying templates and resources

The Tactical Playbook: Step-by-step instructions on early sales execution

  • How to define your buyer hypothesis 

  • Cold emails in 2025: new best practices and what to avoid

  • How to use sales calls to uncover insights

  • How to price early-stage

  • Common demo mistakes

  • Follow-up that converts: best practices and common mistakes

  • How to spot false positives from a prospect

  • Understanding and implementing the Sell-to-Learn Cycle

The Bigger Picture: Understanding the "why" behind the tactics

  • Identifying and addressing the key blockers standing between you and product-market fit

  • Why you should start selling now, even if you don’t feel ready

  • How much time it really takes to build a critical mass of sales calls

  • What to do if you don’t know who to sell to 

  • The six myths of early-stage sales 

  • What signals to listen to (and what to ignore) from the market

The Mental Game: Mindset shifts and habits for repeatable revenue

  • How to build a consistent sales practice

  • A winning mindset for early-stage selling

  • Using the Immunity to Change framework to shift your sales habits 

  • Time Auditing Tool for the busy founder who struggles to hit their sales goals

Weekly Office Hours

When you hit a roadblock while working through the curriculum or need help implementing what you've learned, join these live sessions for real-time problem-solving. I'll help you work through specific challenges and you'll leave with clear action steps.

Bi-Weekly Co-Working Sessions

Join fellow founders for silent work time dedicated to sales outbounding. You’ll get accountability and camaraderie that will help you build the selling habits that lead to real revenue. 

Quarterly Intensive

Once a quarter, we’ll run a three-week intensive on sales, live. The intensive will bring to life everything in my content library through hands-on application, so you'll leave having made meaningful changes to key elements of your go-to-market strategy.

Discounted 1:1 Advising

Book private time so we can go deep on your sales strategy — for a discounted rate.

Live support

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FAQs

  • If you are considering becoming a founder, or you have multiple ideas, this will be helpful. You will get exposure to what it really takes to become a founder. You will also learn why the best way to test your concept(s) is by selling early, and how to do so.

    I’ll help you swiftly clarify your target buyer hypothesis and test it, so that you don’t waste time building a product that folks just don’t want to buy.

  • No. The course material helps you clarify any and all hypotheses about the market and what they want to buy from them – and swiftly test their viability through real sales outreach.

    Without testing them directly with the market, you’ll be spending time with too much hypothetical data and thinking, which is ultimately harmful to your startup’s health.

  • There is no required commitment. However, I recommend that you stick with it for three months so you can get the full value of the content and begin implementing your learnings. Getting in the swing of true founder-led sales takes time, and I encourage you to plan for that.

  • Members can purchase ad hoc 1:1 sessions at a discounted rate. You can transition to a standard advising retainer so we can go further, faster (you’ll still keep access to the membership).

  • If you can’t make it, the live events are recorded and shared in the content library. You’ll get more out of these events if and when you’re able to attend live, but there’s plenty of value in watching the playback.

  • You can cancel your membership at any time. You will not be charged for the following month as soon as you cancel.

  • If you complete the curriculum and commit to selling, you will have learned foundational early sales tactics, and will have put them into motion. You will have defined your target buyer, sent authentic outreach messages to them, run conversational and non-sleazy sales calls, and uncovered tons of incredible insights from prospects that will be the building blocks of a repeatable sales playbook.