Product engineer. Technical leader.

I started in business and marketing before moving into software, which is probably why I care as much about the user and the business as I do about the code.

I’ve since worked as both an engineering manager and a staff-level IC. I’m based in Denver; when I’m not working, I’m usually flying, riding, cooking, or getting outside.

Portrait of Matt Cassara

Selected product work, with the engineering visible.

Development · 2025

Las Catalinas Doorway

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Project summary

Developed a multilingual, booking-first destination platform using SSR, a headless CMS, a bespoke booking engine, and secure payments.

Design + development · 2022

Ben Bay Realty

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Project summary

Designed and developed a real property-search experience for a 70-year-old brokerage, backed by a bespoke CMS and MLS normalization service.

Senior IC depth. Management perspective.

My best work tends to sit between product intent and implementation—making ambiguous work concrete, improving the system underneath it, and helping the people around it move with confidence.

Staff-level IC · AgelessAI

Helped the company reach $4M in ARR in its first four months by architecting the frontend experience for marketing properties and the consumer assessment product.

Current

Engineering Manager · RepeatMD

Team leadership, hiring, mentoring, planning, and hands-on product delivery.

2025—Current

Staff Software Engineer · Boom & Bucket

Architected the marketplace experience used by thousands of visitors each month; the company was later acquired by RB Global.

2021—2025

All experience

Open to a good product engineering conversation.

I’m always glad to talk about product engineering, technical leadership, or an interesting problem that needs a clearer path forward.