About Mason Gray

Mason Gray is the Founder & CEO of TailorStack and a Kansas City native with a career rooted in tech, business development, and startup execution — from early-stage ideas to funded ventures.

Over the last six years, he has worked with Todd’s Clothiers in both frontline and leadership roles, including serving as General Manager and leading technology management as Head of IT. Through that experience, and under the mentorship of Todd White (a shop owner of 20+ years with nearly 40 years in the suit business), Mason saw the same costly workflow problems happen again and again — problems that were avoidable, but unsupported by software built for independent suit shops.

He founded TailorStack to fix that: helping independently owned shops that manage weddings and high-volume special ordering — and corporate accounts as they scale — run smoother with technology designed by someone who has stood in their shoes. His long-term vision is to grow the TailorStack Suite into purpose-built software solutions focused exclusively on the real operational needs of suit shop owners.