LegalOS

The AI-powered law firm for complex work visas

Winter 2026ActiveB2BLegalArtificial IntelligenceB2BLegalHR TechImmigrationSan Francisco, CA, USA; Remote

Company

https://www.legalos.ai

LegalOS is an AI-native immigration law firm that combines cutting-edge technology with 40+ years of legal expertise. We’ve studied 12,000 successful petitions to design our process - which allows us to deliver top-quality visa applications in as quickly as 48 hours. Our specialized AI agents draft petition narratives, compile evidence, and anticipate USCIS objections - work that traditionally takes attorneys weeks, if not months. Every case is reviewed and signed by licensed immigration attorneys with 40+ years of experience, so companies get both speed and reliability. We support O-1, H-1B, L-1A, L-1B, TN, EB-1A, EB-1C, and EB-2 NIW petitions. Our unique approach works. We’ve filed dozens of visa applications and have a 100% approval rate so far. The U.S. processes 1M+ work visas annually—a market where incumbents still operate on fax machines, email, and 1990s case management software. We're building the modern immigration law firm.

Verdict

High Signal

Market Opportunity

1M+ U.S. work visas processed annually, and the immigration law services market is multi-billion dollar with entrenched incumbents still running on fax machines and 1990s software. Clear B2B ICP: companies hiring international talent who need fast, reliable visa processing. Strong pricing power given high-stakes nature and current attorney fee structures.

High Signal

Founder Signal

Matthew Asir previously founded Legal Bullet (2020-2024), an immigration tech company reducing attorney fees by 60%, and earned Forbes 30 Under 30 in 2020 — directly relevant prior company in the exact same space. Rachel Asir (COO) brings operational discipline from UTA managing A-list clients, and grew up in a family immigration law firm. Claire Jutabha (CTO) has an MS in CS from USC, shipped LLM safety pipelines at TikTok, built document-classification models at Notarize, and worked at NASA JPL — genuine technical depth for the AI-native product.

Medium Signal

Competition

Incumbents are legacy immigration law firms and case management tools (INSZoom, LawLogix, Envoy Global, Fragomen). Newer AI entrants like Docketwise and Cerenade exist. LegalOS differentiates via full-service AI-native law firm model (not just software for attorneys), 48-hour turnaround, and the combination of proprietary 12,000-petition training data plus licensed attorney review. However, Envoy Global and similar players are well-capitalized and moving toward tech-enabled services.

Medium Signal

Product

Live product with dashboard UI visible, supports O-1, H-1B, EB-1A, EB-2 NIW and more. Claims 'dozens of visa applications' filed with 100% approval rate, SOC2 Type II certified, and has real customer testimonials (Joseph D., Vijay B., David P.). However, no specific revenue figures, customer count beyond 'dozens', or named enterprise logos — traction is early but real.

OverallA Tier

LegalOS is one of the stronger immigration-tech plays in this batch. Matthew has directly relevant prior-company experience (Legal Bullet, 4.5 years, Forbes 30U30), not just domain knowledge — he's already built and operated this exact product category. Claire provides credible technical depth with LLM and document-classification experience at TikTok and Notarize. The 12,000-petition training dataset and 40+ years of family law firm expertise are real differentiators that are hard to replicate quickly. The weakness is traction is still early ('dozens' of filings is thin) and the disclaimer that LegalOS Inc. is 'not a law firm' creates regulatory risk that needs careful navigation as they scale. If they can get to 500+ filings with a maintained approval rate and start signing B2B employer contracts, this becomes a serious company.

Active Founders

Matthew Asir

Founder

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.

Rachel Asir

Founder

Rachel is the co-founder and COO of LegalOS. She double majored in Economics & Media Studies at the University of Chicago and previously managed 20+ A-list client deals at United Talent Agency, driving over $10M in tour revenue. She co-founded a charity that raised $70K for youth programs and grew up around her family’s U.S. immigration law firm. At LegalOS she owns operations and customer experience for companies and candidates using the platform.

Claire Jutabha

Founder

Claire is the co-founder and CTO of LegalOS. At LegalOS she leads engineering and AI, building the agents that power automated work-visa petitions. She has an MS and BS in Computer Science from USC. She previously shipped LLM safety pipelines at TikTok that flag thousands of high-risk accounts daily, built document-classification models at Notarize and worked at NASA JPL on the Mars Exploration team. USC School of Engineering Outstanding Student Award recipient.

LegalOS

TierA Tier

BatchWinter 2026

Team Size3

StatusActive

LocationSan Francisco, CA, USA; Remote