About Tim McKenna

I’m a product design leader who treats design as an operating system for the business—not just a layer on top of it. I’ve spent over two decades across design, UI engineering, product management, and research, and the last decade leading teams and organizations through meaningful change. That breadth lets me see how system-level decisions affect everything from user experience to revenue, and it’s why I gravitate toward complex, multi-product environments.

I’m at my best when I’m unifying fragmented experiences into coherent platforms. I focus on clarifying how products fit together, defining clear experience visions, and building the structures that let multiple teams pull in the same direction. Whether it’s designing net-new capabilities or maturing existing ones, my goal is to connect user needs, technology, and strategy into something that is usable today and extensible tomorrow.

I treat design as a measurable growth lever. I care about aesthetics and craft, but I measure success in terms of adoption, retention, conversion, satisfaction, and operational efficiency. I work with partners in product, engineering, and the business to define the metrics that matter, put instrumentation in place, and tie design decisions back to tangible outcomes.

A core part of my work is building scalable design organizations. I’ve grown and led teams of designers, researchers, and content designers, and I invest heavily in the foundations: operating models, design systems, clear career paths, and healthy rituals. I want designers to know what “good” looks like at each level, to feel supported in their growth, and to have the tools and structures they need to deliver consistently at a high bar.

I operate as a peer to other leaders. I’m comfortable in conversations about roadmap tradeoffs, investment decisions, and how we show up to the board or the market. I bring design into those rooms as a strategic lens: clarifying customer impact, surfacing risks and opportunities, and helping shape narratives that make sense to both executives and teams.

Underneath all of this is a people-centered leadership style. I lead with curiosity, compassion, and a servant-leadership mindset. I care about psychological safety, clear expectations, and making sure people have the space and support to do the best work of their careers. I believe that when teams feel seen, trusted, and appropriately challenged, they create the kind of products and services that move businesses—and the people they serve—forward.

If you lead a mission‑driven or operationally complex organization, you don’t need trendy design theater—you need a practical partner who can help your teams deliver. That’s where I focus.

  • I work well in constraint‑heavy environments: legacy systems, distributed stakeholders, tight budgets, and regulatory or policy requirements.
  • I specialize in making sophisticated tools usable for physicians, contractors, HR and ops teams, educators, and frontline staff—not just tech insiders.
  • I build psychologically safe, accountable teams that can ship reliably, handle ambiguity, and stay healthy over the long term.
  • I translate between executives, product, engineering, and operations so design decisions are tied to adoption, retention, and sustainable growth—not just aesthetics.
  • I care about long‑term product health: reducing operational friction, improving workflows, and leaving behind systems and teams that keep working after the “big launch.”

What executives say

“Not often do I get to work with a design leader who has sharp product intuition and delivers results. At SurveyMonkey, he led our authoring and AI initiatives to deliver on customer wants while elevating how design partnered with product and engineering. If you’re serious about product-led growth and UX as a lever for revenue, Tim is someone you want on your leadership team.”

Eric JohnsonCEO, SurveyMonkey

“Tim took some of the most complicated identity and security problems at Procore and turned them into products our customers actually wanted to use. He built a strong design team, worked seamlessly with product and engineering, and shipped work that mattered to the business and to our users. Tim is the kind of leader who can handle real complexity without drama.”

Tooey CourtemancheFounder & Chairman of the Board, Procore Technologies

“Tim was my point person at Aspire Ventures when we were turning ambitious ideas into real companies. He built and led a lean design team that could move from zero to credible product fast. If you’re trying to de‑risk innovation and get from concept to something investors and customers can actually react to, he is the kind of steady, thoughtful design leader you’re glad to have in the mix.”