Will DeKrey

Social Impact Accelerator and Product Builder in Boston, MA

Will DeKrey

Social Impact Accelerator and Product Builder in Boston, MA

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From the social sector to SaaS at scale, I’ve turned fog into clarity while building platforms & systems that help people do more of what matters – blending product craft with the structures & trust that let teams (and communities) grow better.

I collaborate with others to build things that matter

I’ve been building since childhood (if you count IRC chatbots). Over the years: an award-winning data viz site, an early-childhood mobile app, social network mapping tools, a nonprofit BI platform, and marketing tools to help small businesses grow.

At HubSpot, I co-authored and executed a multi-year + multi-product strategy, seeded predictive + generative AI bets, refreshed core lead-gen surfaces (driving +2% conversion lift for users), laid omnichannel platform and product experience foundations, and steadied strategic integrations through platform & business turbulence—always aiming for higher usage, trust, and durable revenue impact.

I grow and unleash those around me

During the 2008 campaign, I hired, trained, and led multiple 10+ person teams—and learned how much I still had to learn. Consulting with nonprofit execs accelerated that growth; and management in the trenches has deepened it.

At HubSpot, I led a multi-team product portfolio (~20 teams / ~13 PMs), kept engagement high (eNPS ~70s) through tough change, progressed PMs into leadership roles, and turned around struggling groups by installing simple, durable operating systems.

I act with authenticity and accountability

Coming out at 21 meant dismantling a successful but false image and stepping forward into uncertainty. I feared honesty would push people away; it did the opposite.

That posture—name the tension, own the outcome—became my O/S: it built resilience for hard feedback, sharpened empathy and code-switching across functions, and created the trust that invites real dissent and faster decisions.

In practice, it’s how I’ve deepened strategic partnerships (>$10M/year), stabilized sensitive platform relationships, and found paths to both impressing analysts & software buyers while also ensuring true, enduring value for users.

I believe multiple things can be true at once

  • I pair data discipline with storytelling, embracing reality while offering hope.
  • I cultivate individual product craft while architecting systems for alignment and accountability.
  • I build experiences that help users grow themselves, while also growing our own business.
  • I move fast and experiment—without sacrificing judgment, ethics, or long-term view of compounding effects.
  • Work
    • Product Leader @ HubSpot
  • Education
    • MIT Sloan School of Management
    • Dartmouth College
    • Coursera
    • Many Bookshelves