Kyle Shepherd

Hey, I’m Kyle ✌️

AI-native product designer, pursuing end-to-end craft in enterprise software.

I’m comfortable at any point in the full design cycle. I push through ambiguity, design interfaces with attention and care, and collaborate with others to bring things to life.

Currently exploring AI-native design processes and workflows while leading design projects at RoleModel Software.

My work involves enterprise software projects across a wide variety of industries, including finance, CAD-adjacent tooling, education, and advertising. It spans the full cycle from discovery through implementation, from new UX problems and user flows to polishing existing UI, contributing to codebases, and providing cross-functional support.

More case studies coming soon.

Photo Pile Jig
Seed:

My design eye showed up early (around 10 or 11) but it wasn’t until I was about 14 that I started exploring multimedia editing, 3D graphics, visual design, and typesetting. Typography was always a particular obsession, and for several years I worked as a freelance book cover designer and typesetter. My work often involved me overseeing small publishing projects from beginning to end.

Freelancing taught me was that I wasn’t built for going it solo; the sink-or-swim nature of the business side wore on me, and by 2018 I was ready for something different. The move to UI/UX felt seamless, and working within a team felt amazing. The eight years since have taken me across a wide range of work: local government websites, mobile apps, brand identity, and enterprise software.

I live with my lovely wife and delightful kiddos in the southeast, and when I’m not working or renovating our home, I love a good book, an evening at the symphony, or hanging out at one of the local coffee shops.