Customer evidence for funded B2B founding teams

Your team may be talking to customers on the regular — and still be picturing different ones

Sales calls, support tickets, surveys, demos, and product feedback all create customer contact. But they rarely give the people making the decision the same evidence at the same time.

That is how teams end up building from slightly different pictures of the customer. Those small differences turn into conflicting product priorities, muddled positioning, and eventually wasted runway.

The Bullseye Customer Sprint helps your core team test one customer hypothesis through five live interviews and turn what you hear into a documented direction and clear next actions. A Listening Cycle keeps that evidence current while you build through regular interviews, immediate debriefs, and an evolving record of what customers are doing, trying, and struggling to solve.

Less “we think.” More “they said.”

Book a 25-min intro call — no pitch, just a conversation about where you're at.

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Clients & collaborators

Teams that have done the work

Services

How we help B2B teams move from customer evidence to clearer decisions

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Customer strategy & product direction

Clarify who you are building for, which problem matters, and what deserves to move forward

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Strategic facilitation

Use structured working sessions — including the Bullseye Customer Sprint to a Listening Cycle to a Design Sprint 2.0 to turn uncertainty into a decision and next actions

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Team development & coaching

Help leaders and teams improve clarity, decision-making, and how they work together through structured coaching, facilitation, and practical operating frameworks

Perspective from other humans I've worked with

"Skipper brings a human-centric approach to transformational change for clients, with a rare ability to empathize with diverse perspectives, leading to solutions that genuinely work for all."

Gerard Welikala, vice president of digital transformation

"Working with Skipper at Replay.io, I saw firsthand how he cuts through the noise when a team is stuck between a product they believe in and a customer they haven't quite found yet. He has a rare talent for helping teams identify their bullseye customer — and making that clarity stick across the whole team, not just leadership."

Filip Hric, developer relations manager

"Skipper excels as a workshop facilitator, guiding teams through structured and highly productive sessions. His ability to unite remote teams and foster collaboration makes him a remarkable leader."

Snizhana Bezhnar, design director

"If you’re making high-stakes roadmap decisions based on hunches, you don’t have a data problem—you lack clarity. I've seen firsthand how Skipper sheds light on the blind spots of internal consensus and stops teams from treating their assumptions as if they were evidence."

Anshar Seraphim, behavioral psychologist / neurocognitive strategist

The How This Works co approach

What turning customer evidence into direction looks like

Finding the customer with real stakes

Replay began with a reasonable hypothesis: operations managers needed help building automation apps.

The Bullseye Customer Sprint weakened that assumption and surfaced a stronger signal — independent builders shipping production apps with real economic stakes. They did not just need problems fixed; they needed to understand what broke and why.

Across 4-5 Listening Cycles, we tested each shift in the customer hypothesis using interviews, existing customer conversations, developer-relations input, and patterns from their Discord community. The evidence helped the team narrow its customer focus, sharpen its messaging, and shape the direction behind Replay Builder.

Pivoting when the market vanished

At Shep, the original focus on small and midsize businesses did not hold. Enterprise organizations had the stronger need because business-travel compliance and duty of care carried more serious consequences.

Then COVID erased most business travel almost overnight.

We returned to customer conversations and found that enterprise duty-of-care problems had not disappeared; they had changed. The product shifted toward safety and health notifications, leading to pilots with Adidas and Discovery Channel. Flight Centre acquired Shep in 2021.

Finding the right problem with the wrong buyer

A bank-integrated fintech had seen sales decline 23% over 18 months. The initial hypothesis focused on CFOs at SaaS companies, but the interviews revealed a more specific pattern: CFOs recognized the issue, while controllers dealt with the operational consequences.

That shifted the customer hypothesis from CFOs seeking lower processing costs to controllers at $30M–$100M firms trying to reduce reconciliation and audit problems. Thirteen additional interviews pressure-tested the revised direction and informed updated positioning, product priorities, and go-to-market choices.

Early observations suggest a stronger fit with the revised audience and clearer sales conversations. The expected benefits were higher retention, shorter sales cycles, and access to a broader set of qualified accounts, but those outcomes have not yet been fully confirmed.

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This is a no pitch zone

Tell us what decision your team is trying to make

We’ll talk through where you are, what evidence you already have, and whether the Bullseye Customer Sprint, a Listening Cycle, or another approach makes sense.

If we aren't the right fit, we'll say so.

Book a 25-min call

Insights & perspectives

Stories from inside the work

Stories and conversations on customer discovery, product strategy, facilitation, and the messy middle of building and making right now — including the How This Works show.

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How This Works co — Evidence-based strategy for B2B teams

Based in San Francisco, CA, working globally

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