It’s the tactics… and it’s not just the tactics

My approach to early-stage sales

Getting traction for your startup is paramount, unavoidable, critical…. And so, so hard.

I’ve learned this the hard way.

In 2017, I co-founded a startup, and grappled with sales the entire time. While we had major sales wins and were ultimately acquired, it was so much harder than I ever would have guessed. Since then, I’ve been exploring why it’s so challenging to find traction, product-market fit, and repeatable sales for most founders. 

The first reason why early-stage sales is so hard is that the tactics founders are often taught are wrong. 

The sales tactics taught to founders are often:

  • Reverse-engineered from late-stage sales processes, despite the fact that selling after product-market fit is inherently different than selling pre-PMF

  • Outdated and icky, implying that you need to be pushy or manipulative to make a sale, when what works is having genuine, curious conversations

  • Taught by “born salespeople” who can struggle to empathize with the emotional rollercoaster of founder-led sales 

Finding tactical sales guidance that is current, proven, and designed specifically for selling at early stages is hard enough. But that’s not all.

I’ve worked with hundreds of founders, and I’ve seen many of them learn the right tactics, but not apply them. Something else is going on here.

Some startups don’t make the time for selling, and prioritize the wrong things instead. 

Some startups have hangups, hesitations, or limiting beliefs about sales. 

Some startups try to grow too fast or outsource sales before they should.

My core belief is that founders struggle to reach repeatable sales before it’s too late because they don’t have the right tactics OR once they learn what works, they just don’t execute quickly, consistently, or with focus.

To get real sales traction before you run out of runway or time, a startup needs more than just tactics. They need what I call the Four Pillars of Repeatable Sales.

Tactics: Founders need proven selling approaches that work for zero-to-one – tactics that help you learn from the market, close ideal customers, and do it all with limited budget and time.

Perspective: Founders must manage the mental game of selling by overcoming perfectionism and leveraging every “no” into valuable market intelligence. 

Consistency: Founders need to show up for their sales process. They’ll want to go from selling in ad hoc spurts and looking at metrics that don’t matter to running a consistent, non-negotiable sales practice that generates reliable revenue and is designed around your unique schedule.

People: Founders must scale their team smartly. They need to know when and who to hire so every single new teammate accelerates progress towards product-market fit.

These four pillars create the foundational structure needed to build recurring revenue… and for that matter, building a sustainable, thriving company. Without them, the structure of your startup starts to crumble, and your experience as a founder becomes more challenging and painful, too.

Tactics: Without the right tactics, it’s much harder to find product-market fit. Founders end up selling to anyone, decreasing their chances of building a truly repeatable and scalable revenue model. They feel scattered by chasing deals that aren’t the right fit, instead of identifying and pursuing strong, narrow matches. They overengineer their sales process, preferring outreach methods that feel grown-up, but don’t yield results. 

Perspective: Succeeding at founder-led sales requires a specific perspective. Without a sales-forward perspective and a willingness to not know all the answers in front of your customers, selling becomes stilted. Founders overprepare or become defensive, only to run sales conversations that feel rehearsed and end in ghosting, if they run them at all. 

Consistency: Without a consistent sales practice, reaching true escape velocity is near impossible. Founders must contend with myriad distractions, most of which feel more fun or “safe” than selling. Founders can let less-critical commitments take over, like product development, teambuilding, networking and marketing. They also overarchitect their sales practice and get lost in data that doesn't matter, instead of optimizing for momentum and clarity. Without a consistent and non-negotiable sales practice, consistent revenue becomes that much harder – and it’s already very hard!

Team: Founders must move wisely when it comes to teambuilding. Founders can run quickly to outsourcing or delegating sales to avoid their own discomfort, but this often ends in wasted funds, wasted time onboarding someone who couldn’t really deliver (e.g. the late-stage sales star who need a tried-and-true playbook to be successful), and no increase in who your buyer actually is

As a founder, I struggled with each and every one of these pillars. Now, I work with founders to ensure that they build up each of these four pillars so there’s a strong, secure structure underpinning all your revenue efforts. 

You’ll learn the proven sales tactics that work for early-stage startups in 2025. But you won’t just learn the tactics – together, we’ll make sure you apply them. We’ll address any and all of the core challenges that you’re uniquely facing and that are holding you back from repeatable sales.

If you’re an early-stage founder seeking guidance on repeatable sales, there are few ways you can work with me to get your four pillars super strong:

  • Early Sales Cohort Program. Ideal for startup founders who are ready to get serious about selling, and have won their first zero to fifty repeatable sales.

“Caroline has served as an incredible coach to our founders, providing valuable advice and insights about GTM strategy, founder-led sales, and early-stage company building. Her knowledge, guidance, and expertise have been critical forms of support for our founders as they are working towards strategic milestones at the pre-seed stage.”

Justin Kang, General Partner of Visible Hands, a pre-seed VC firm backing overlooked founders

“Caroline ran an amazing workshop on early sales for our founders.  She was knowledgeable, relatable, and took the time to work 1:1 with our founders. Caroline received a perfect 10/10 feedback from our founders, and we can't recommend her enough to any founder who needs practical and actionable advice for sales.”

Jordan Marinkovich, Platform Community Manager, InnovationWorks

Sales Training Topics

  • The new principles of early sales

    • How founders can win early traction fast, without sales experience OR a perfect product

  • Winning the mental game of sales

    • It’s hard to sell if you feel weird about sales. Build a better relationship with selling - no persuasion or mind games required.

  • Booking sales calls

    • Learn how to stand out from the average cold email and book multiple calls per week by authentically connecting with prospects

  • Running sales calls

    • Handle objections, track insights and learnings, and improve your pitch until you hit repeatable sales

Trainings currently offered

Trainings currently offered ⋆

The Foundations of Early Sales

How do you get the sales flywheel turning? There’s an art and science to selling before you have product-market fit… and getting that right couldn’t be more critical for founders. 

In this training, we’ll cover the core principles of early sales and how to identify, iterate on, and connect with your ideal buyer.

Most sales trainings for founders are built by former enterprise salespeople, but what works at later stages doesn’t work—and can even hurt—early-stage selling. This training is built specifically for getting sales up and running as quickly as possible.

Perfect for founders who need tactical and trustworthy guidance on how to get early sales going. 

I keep it fun and interactive, with time for Q&A, and provide two takeaway tools so participants can implement what they’ve learned right away.

90-minute session, offered in-person or via Zoom

Early Sales Mastery Workshop

In this intensive, hands-on workshop, participants will get everything they need to build a complete system for winning early sales. We’ll go in-depth on:

  • Key principles of early sales

  • How to define your buyer

  • Booking sales meetings

  • Running discovery and demo calls

  • Building a sales-forward mindset

Available as an in-person half-day session or as an online weekly training paced over four weeks.

Unblocking Your Mental Sales Game

Nearly every founder I speak to has a mental blocker about sales that holds them back from sales momentum. Think: “I’m not ready to sell quite yet,” “I don’t have time,” or “I’m not extroverted enough.”

Just like a professional athlete, every founder must tend to their “mental game” to ensure a win.

This intimate workshop breaks down the most common mental barriers that keep founders stuck on sales, and provides concrete steps on how to transform their approach and make faster progress on revenue.

Includes group and 1:1 support, and a practical takeaway document.

75 minute session, offered in-person or via Zoom.

What founders have to say about our trainings

Sales Advising and Coaching for Founders

For select accelerators and incubators, I serve as an go-to-market coach. 

I provide 1:1 customized sales coaching for each founder, meeting them where they are at on their unique revenue journey. 

What makes my coaching especially helpful for accelerator participants is the combination of my sales advising and my personal experience as a founder. I know firsthand how overwhelming and all-consuming the founder journey is – and I share my mistakes and learnings openly.

What founders have to say about my sales advising

Founders I’ve worked with (including scientists, introverts, activists, and technical experts) have: 

  • 60xed 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 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

Founders don't need sales expertise to hit repeatable revenue.

But they do need advice that works, from someone they can trust.