Matthew Asir

CEO LegalOS (YC W26)

Miami-Fort Lauderdale Area

About

I’m the Founder & CEO of LegalOS (YC W26), building the AI-powered immigration law firm. Immigration is a high-stakes, document-heavy process that’s still largely handcrafted. LegalOS uses AI-native workflows + attorney oversight to turn employment-based petitions into a fast, repeatable, high-quality system—so companies can hire global talent with less cost, delay, and uncertainty. - Deep domain expertise + real operational experience from building immigration products end-to-end - Product-first execution: we ship UX + workflow automation that reduces manual effort while improving consistency - Quality controls: attorney-in-the-loop review and process discipline designed for high-stakes outcomes Before LegalOS, I founded Legal Bullet, a full-service immigration tech company that streamlined the visa process and reduced attorney fees by up to 60%, earning recognition including Forbes 30 Under 30. I studied Astrophysics at the University of Chicago, and I also co-founded the Matthew & Rachel Asir Foundation, raising $71K+ for educational programs serving underserved youth.

Experience

  • CEO at LegalOS
    Jun 2025 - Present · 1 yr 1 mo

    • Building LegalOS (YC W26), an AI-powered immigration law firm focused on employment-based visas. • Lead product + engineering across AI workflow design, data systems, and end-to-end client experience. • Partnered with experienced immigration attorneys to maintain high-quality outcomes and strong approval performance. • Designed systems that simplify complex immigration work into repeatable, auditable processes (intake → drafting → evidence → review → filing support).

  • Founder & President at The Matthew and Rachel Asir Foundation
    Oct 2010 - Present · 15 yrs 9 mos

    • Raised about $71,000 through an annual music and dance benefit concert to support educational programs serving America's disadvantaged youth. • Organized the entire benefit concert and ran the foundation by managing the finances, sending out invitations and emails, and reaching out to corporate sponsors and local media to gain coverage and support.

  • CEO at Legal Bullet
    2020 - Jun 2024 · 4 yrs 6 mos

    • Founded a full-service immigration tech company combining software + expert attorneys to streamline employment-based visa processing. • Reduced attorney fees by up to ~60% by productizing intake, document generation, and workflow operations. • Built a curated network of immigration attorneys focused exclusively on immigration law, improving consistency and client outcomes. • Expanded from initial visa focus (H-1B) into broader employment-based categories over time.