Building products people actually want — with evidence, not assumptions
I've spent 12+ years helping early-stage startups and SMBs figure out who their customers actually are and what to build for them. Most teams skip straight to solutions before understanding the problem — building features based on internal debates instead of customer evidence.
My approach starts with listening. We talk to actual customers, test assumptions quickly, and connect product decisions directly to what moves your business forward. Whether that's through workshop facilitation, product strategy, or team coaching, the work is collaborative and focused on outcomes you can measure.
Who you'll work with: Depending on the engagement, you might work with me directly, me alongside specialized partners from the How This Works co network, or just the partners I bring in. We'll be clear about the team structure during our initial conversation — no surprises about who's doing the work.
Ready to turn assumptions into evidence? Book a 25-min chat, or keep reading to explore our approach.
WHO'S BEHIND THIS?
I'm Skipper
I’m the oldest of my siblings and the most outgoing introvert you’ll ever meet.
I'm a product strategist, designer, and workshop facilitator. I focus on what customers actually need, want, and what solves their problems — then connect that directly to what drives your business forward.
And yes, Skipper is my actual name. Because of that, I don't go by Skippy, Skip, chief, etc. It's more complicated than this but in a way, I got to pick my name.
Ask me about it. Unless you're an identity thief, in which case, never mind.
"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
Rates and engagement models
Transparency matters. While each engagement is customized, here are a few typical investment types and ranges:
- Workshop facilitation
$5K to $19K based on scope and duration - Product strategy engagements
$10K to $39K based on scope and deliverables - Team development and coaching
About $2K per month for structured individual coaching programs, typically done in three-month increments, three weeks on, one week off — team packages also available - Weekly/monthly retainers
$5K/$19K
All engagements include documentation and follow-up support. After all, incomplete work and shelfware almost never make an impact.
How we work together
Every engagement begins with understanding your specific context. Here's what you can expect:
- Discovery call
We discuss your challenges, goals, and what success might look like for your team — 50 min, no cost, no pressure - Engagement proposal
Based on our conversation, we'll recommend an approach tailored to your needs — whether that's a focused workshop, work sprint, or ongoing coaching - Working together
Collaborative efforts to implement the chosen approach, with regular check-ins to ensure we're moving in the right direction - What you're left with
Beyond immediate outcomes, we believe in transferring knowledge and prepping your team so that they can apply these approaches independently
READY TO WORK TOGETHER?
See if our approach fits your needs
Book a 25-min call to explore your specific challenge and discuss how we might work together (if we work in tandem). We'll be straight about whether our approach makes sense for your situation.
Phone: +1 917-720-6388
Email: heythere@howthisworks.co
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