Behind products customers love: strong, clear teams
At How This Works co, we bring over a decade's experience with growing companies ($50-$250M) to turn early product wins into lasting success — whether self-funded, bootstrapped, or venture-backed. We work with your team to break through bottlenecks, connect separate groups, and create sustainable growth, all without burning out.
We're at our best when helping organizations that:
- Are growing their product teams beyond the original group
- Need to create consistent product and design processes
- Are building their first layer of product leadership
- Want to create team structures that can grow with them
We believe in the power of people working together. Because how you build is just as important as what you build.
Building great products takes more than brilliant plans — it takes the right people and approach. Get unstuck in just 25 minutes or see what to expect.
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SERVICES
How does this work?

Product strategy & design
Create products customers want using tested methods that turn insights into business results

Workshop facilitation
Turn ideas into action through focused sessions — from a 1-Hour Power Hour to a Design Sprint 2.0

Team development & coaching
Build stronger teams that solve problems together through structured coaching and proven frameworks
"Skipper listens to his colleagues and customers, leveraging their insights to initiate ideation and innovation. His ability to distill complexity into simple, elegant solutions is remarkable."
– Marley Sirman, account executive
Why work with us?
We transform early product wins into lasting success by accelerating growth, focusing on measurable outcomes, and building sustainable systems — all while maintaining your unique culture as you scale.
- Rapid market entry
Built a Figma-Storybook design system for Sesame's healthcare marketplace, connecting patients directly with providers without insurance - Smart health innovation
Developed a smart toothbrush initiative for a dental insurance company using our Clear Path Forward workshop sequence, delivering a proof of concept and strategic roadmap - Enterprise-scale unification
Created a 360° customer view for Bank of America across 10+ business lines, enabling more personalized interactions between relationship managers and clients - Energy insights that matter
Developed the Customer Energy Control Center (CECC) for a regional utility through design sprints, delivering KPI dashboards and a complete design system

HOW MIGHT WE BEGIN?
Take the next step toward building products people love with teams that thrive
Schedule a free 25-minute consultation to discover if our experience matches your needs and see how we might best work together (if we work in tandem)
Recent posts, media
We write about product, strategy, design, workshop facilitation, team dynamics, technology, and other hot topics (like AI), plus episodes of the How This Works show.

Phone: +1 917-720-6388
Email: heythere@howthisworks.co
How This Works show, our podcast
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Fresh ideas — written, curated, and assembled monthly-ish. Not spammy or salesy, it's about adding value while we build our business.
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