5 Critical Go-to-Market Lessons from Sleuth’s Journey to Product-Market Fit

Learn key go-to-market lessons from Sleuth CEO Dylan Etkin on building engineering efficiency tools, navigating product-market fit, and scaling developer-focused products. Insights from Atlassian veteran on B2B SaaS growth.

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5 Critical Go-to-Market Lessons from Sleuth’s Journey to Product-Market Fit

5 Critical Go-to-Market Lessons from Sleuth’s Journey to Product-Market Fit

When you spend a decade at a company that grows from 20 people to thousands, you learn a thing or two about scaling software businesses. In a recent episode of Category Visionaries, Sleuth CEO Dylan Etkin shared hard-earned lessons from his journey building an engineering efficiency platform. Here are the key insights every technical founder should know.

  1. Beware the False Positive of Friendly Early Adopters

The most counterintuitive lesson from Sleuth’s journey is that early customer success can actually mislead you. “We had some people that were paying us and giving us a little bit of false sense of having found our product market fit, when in reality, I think we’re a little bit off the mark,” Dylan explains.

The danger comes from relying too heavily on supportive early adopters who might not represent your true market. Dylan advises founders to “Drive to product market fit with relentless abandon. And if you have a friendly audience, maybe rely a little less on them, because getting people to really tell you if you’re hitting that value or not, it’s a hard thing to do.”

  1. Trust Your Gut on Product-Market Fit

One of the clearest signals that you haven’t found product-market fit is simply asking the question. As Dylan notes, “If you have any inkling whatsoever that you aren’t hitting it’s probably ten x more right than you think. I remember back in the day where us being like, do you think we found, like, maybe we found some product market fit? I don’t know. What do you think? Whatever the fact that we’re asking that question at all, the answer was no.”

  1. Let Your Market Category Emerge Naturally

Rather than forcing a category definition, Sleuth let the market guide them. “Being in a market that is nascent and currently evolving, our messaging and what resounds and what customers are looking for is evolving daily,” Dylan shares. This flexibility allowed them to align with emerging standards like DORA metrics rather than creating artificial categories.

  1. Engineer-to-Engineer Marketing Requires Authenticity

When marketing to technical audiences, authenticity trumps traditional marketing approaches. Dylan leverages his CTO’s natural ability to connect with developers: “Don is an architect… he’s the developer’s developer. He’s straight shooting and he knows what he’s talking about and he’s passionate about subjects. And so we just kind of have him out there talking about the things that matter to all of us in that very, again, genuine way.”

  1. Build for Where the Market is Going

Sleuth’s vision isn’t just about solving today’s problems – it’s about where the industry is heading. Dylan draws a parallel to another transformative platform: “The analogy I like a lot right now is Salesforce for engineering… what Salesforce did was sort of say to everybody, this is how you do it. You don’t have to be a top tier team in order to use these tools.”

This vision of democratizing engineering best practices shapes everything from product development to go-to-market strategy. “Engineering has been ripe for that transformation for quite some time,” Dylan notes, highlighting the opportunity to standardize and scale engineering efficiency practices.

The through-line in all these lessons is the importance of patience and authenticity in building developer tools. Success doesn’t come from forcing artificial categories or rushing to claim product-market fit. Instead, it comes from deeply understanding your market, being honest about where you stand, and building toward a compelling long-term vision.

For technical founders looking to build in the developer tools space, Sleuth’s journey offers a valuable blueprint: start with a real problem you’ve experienced, be skeptical of early validation, let your category emerge naturally, and always maintain authenticity with your technical audience.

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