I will tell anyone who dares listen that handmade bootmaking—and perhaps specifically, cowboy bootmaking—is the highest form of leatherwork as functional art. And then I started paying attention a bit more to saddlemaking and was like damn ok maybe they’re tied.

Parker, Colorado-based custom bootmaker Holly Henry knows a ton about both. Holly grew up riding horses outside Houston, Texas, and was, quite remarkably, a professional photographer by her early teens. While studying photography in college, she took a shoemaking course—which changed everything.

After some skill-informing detours through millinery (that’s hat-making!), tailoring, and, yes, intensive saddle repair, Holly began training to make cowboy boots, moved to Colorado, and struck out on her own as an independent bootmaker. Which is exactly where we pick her up, on the Shoecast.

Support the Shoecast, get full bonus episode access, and join the most interesting shoe-and-boot-loving community on the internet with a Stitchdown Premium membership

https://www.stitchdown.com/join-stitchdown-premium/

A website. We have one.
https://www.stitchdown.com/

We'd better see you at Stitchdown Chicago 2026—the world's fair of shoes and boots and leather and more—Nov 6-7 at Artifact Events.

https://www.stitchdownbootcamp.com/