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Matthew Asir

2x founder

Matthew Asir

CEO LegalOS (YC W26)

FounderLegalOS logoLegalOS· Winter 2026Miami-Fort Lauderdale Area
2025CEO· LegalOS
Founder · since 2010
Company
LegalOS
Role
CEO
current
Stage
—
no public source
Raised
—
no public source
Based
San Francisco Bay Area
current
Founder / co-founder — the company's markEmployee / research role
Source: LinkedIn work history
Profile coverage5 of 7 · missing posts, contact
LegalOS logo
LegalOS

The AI-Native Immigration Law Firm

Winter 2026

Experience

Career

  • LegalOS logo

    LegalOS

    CEO · San Francisco Bay Area · 2025 – Present

    2025
  • The Matthew and Rachel Asir Foundation

    Founder

    Founder & President · 2010 – Present

    2010
  • Legal Bullet logo

    Legal Bullet

    Founder

    CEO · Greater Chicago Area · 2020 – 2024

    2020

Bio

Matthew is the co-founder and CEO of LegalOS. He previously founded the immigration SaaS Legal Bullet (Forbes 30 Under 30), and studied Astrophysics at the University of Chicago. Like his sister Rachel (COO), he grew up working in his family’s U.S. immigration law firm and now leads product and AI at LegalOS, turning 40+ years of immigration case data into automated, high-approval work-visa petitions.