Jason Calleiro is a Senior Product Designer with 12 years of experience crafting design systems and human-centered products across startups and large tech companies. He currently shapes "universal experiences" at Brex after leading ML/AI explainability design for Ads & Business at Meta and earlier building company-wide design systems and product visions at SimplePractice. Jason has founded and led design consultancies that helped healthcare and fintech teams scale, contributing to funding wins and cross-functional processes that keep consistency at product scale. Based in Nashville, he blends hands-on UI/UX craft with team-building and strategic design leadership, often joining early, ambiguous efforts to turn regulatory or technical uncertainty into clear customer-facing solutions.
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