LegalOS
Winter 2026 NewThe AI-Native Immigration Law Firm
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.
AI Investor Summary
LegalOS is an AI-native immigration law firm poised to disrupt a massive market by leveraging proprietary AI agents trained on decades of case data to drastically reduce visa application times. With a strong founding team combining legal heritage and top-tier AI expertise, and significant Series A funding, they are well-positioned to capture market share by offering efficiency and quality in a traditionally slow and complex process.
Key Highlights
- ● Exceptional founding team with deep domain expertise and strong technical talent.
- ● Massive and persistent market for immigration services with clear opportunities for tech disruption.
- ● Significant Series A funding ($10M) indicating strong investor belief.
- ● Innovative AI-native approach promising significantly faster turnaround times.
Risk Factors
- ● Reliance on USCIS approval processes which are subject to external policy changes and delays.
- ● Scalability and accuracy of AI agents in handling the nuances and complexities of diverse immigration cases.
- ● Demonstrating clear revenue and user growth beyond the initial funding round.
- ● Potential for established legal tech players or new entrants to replicate or improve upon the AI capabilities.
Founders
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 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 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.
Score Breakdown
Matthew and Rachel have deep, personal domain expertise from their family's immigration law firm, combined with Matthew's prior successful SaaS exit (Legal Bullet, Forbes 30 Under 30). Claire's technical background is exceptional, with experience at TikTok (LLM safety), Notarize (document classification), and even NASA JPL. The blend of legal domain knowledge and top-tier AI/engineering talent is a significant strength. The inclusion of a JD for Claire is unusual for a CTO but adds a unique layer of legal understanding to the tech lead.
The US immigration market is massive and consistently in demand, especially for work visas. While regulatory changes can be a headwind, they also create opportunities for specialized solutions. The timing is opportune as businesses increasingly rely on foreign talent and the immigration process remains complex and time-consuming. The competitive landscape is fragmented, with traditional law firms and some emerging tech-enabled services, but an AI-native approach offers clear differentiation. The TAM is substantial. [Boost +0.5: Hot sector: ai]
The core product concept of AI agents drafting and compiling evidence for visa applications is technically impressive and addresses a significant pain point. The ability to deliver in 48 hours is a strong claim. The defensibility comes from the proprietary AI models trained on 12,000+ successful petitions. However, the description of 'AI agents' is somewhat vague, and the true technical differentiation and defensibility will depend on the sophistication and proprietary nature of these models beyond standard LLM fine-tuning. The UX quality for both companies and candidates needs to be excellent for widespread adoption.
The company has secured $10M in Series A funding, which is a very strong signal of investor confidence and validation, especially for a Winter 2026 company. Mentions in positive press (HUGE Magazine, Fondo, Artificial Lawyer) are good indicators of early buzz. However, specific metrics on revenue, user growth, or partnerships are not provided, making it difficult to assess the actual business momentum beyond funding. The Series A suggests they are beyond the pre-seed/seed stage, so more concrete traction metrics would be expected. [Boost +2: Tier-1 VC: accel]
News
LegalOS is an AI-native immigration law firm that combines AI agents trained on 12,000 successful petitions with licensed attorneys to draft and file complex work visa applications in as little as 48 hours.
LegalOS has launched as an AI-native immigration law firm, combining AI with extensive legal expertise to deliver visa applications in as little as 48 hours with a claimed 100% approval rate.
LegalOS is an AI-powered law firm aiming to drastically reduce the time and cost associated with complex work visa applications, offering a 48-hour turnaround.
LegalOS has successfully raised $10 million in a Series A funding round to enhance its technological capabilities and expand access to affordable immigration law services.
Y Combinator's Winter 2026 batch includes three AI-first startups in the legal space: General Legal, Arcline, and LegalOS, which focuses on immigration law.
LegalOS raised a total of $500K in a Seed round on January 1, 2026, with Y Combinator as the sole investor.
LegalOS offers full-service U.S. work visas for growing teams, simplifying the immigration journey with AI-powered evaluations, expert case preparation, and ongoing support.
LegalOS, a Y Combinator-backed startup, has introduced an AI-powered immigration law service that can process visa filings in as little as 48 hours.
LegalOS is an AI-native immigration law firm that combines AI with over 40 years of legal expertise to deliver visa applications in as quickly as 48 hours.
LegalOS is an AI-native immigration law firm leveraging AI and 40+ years of legal expertise to provide fast and reliable work-visa petitions with a 100% approval rate so far.
LegalOS, an AI-native immigration law firm from Y Combinator's W26 batch, has achieved over $1.5 million in annualized revenue just four months after its launch.
Quick Info
- Batch
- Winter 2026
- Team Size
- 3
- Location
- Remote
- Founders
- 3
- Scraped
- 4/10/2026