Taylor Grube

Taylor joined Kennari in 2026 as a Senior Strategist focused on digital engagement, bringing a decade of experience at the intersection of technology, people, and purpose. He has led digital transformation efforts in higher education— modernizing fundraising, enrollment, and engagement through SaaS adoption, automation, and data-informed strategy. What sets him apart is his ability to translate complex systems into clear, human-centered solutions. Based in Chicago, Taylor works with clients remotely, helping teams adopt new tools with confidence and design change that sticks.

The Skillset

Taylor's work sits at the intersection of digital strategy, systems thinking, and a people-first approach to every engagement. He's skilled at streamlining processes, improving how teams work together, and building solutions that make sense for the people using them. He approaches problems collaboratively, and he's just as focused on how change feels as he is on how it functions.

The Motivation

The resilience, creativity, and determination he sees in mission-driven organizations every day is what energizes him. He’s motivated by the people who care deeply about their communities and by the idea that the right systems and strategies can take some weight off the shoulders of those already doing meaningful work.

The Impact

The clearest measure of work is what organizations are left with long after a project wraps up. He led a two-and-a-half-year effort to design and launch a new giving society and helped create a next-generation advisory board rooted in human-centered design principles. Both are still shaping how that organization approaches fundraising and engagement today.

The Rest of the Story

Outside of work, you’ll often find him logging miles around Chicago or at the park with his Dalmatian, Dakota, and he’s equally happy to slow down with some well-earned screen time. He recently picked up film photography and enjoys the patience of getting the right shot.