Founding GTM

About LegalOS

LegalOS is building the AI-native immigration law firm for the world’s top talent and the companies that hire them.

Today, high-stakes immigration cases — O-1s, EB-1s, L-1s, H-1Bs, and other employment-based visas — are still handled through slow, expensive, manual law firm workflows. Companies can pay $10K–$35K and wait weeks or months for a process that should be dramatically faster, more transparent, and more software-driven.

LegalOS combines AI agents trained on decades of immigration case data with attorney oversight to prepare USCIS-ready work visa petitions dramatically faster than traditional firms.

We have deep founder-market fit. Matthew (CEO) and Rachel (COO) are siblings who grew up around immigration law through their father’s 40+ year immigration practice. Claire (CTO) rounds out the founding team with engineering experience building AI and compliance systems at scale.

This is a market we know firsthand: we have grown up around thousands of immigration cases, seen decades of attorney judgment up close, and understand the operational pain companies face when trying to hire and retain global talent.

About the Role

You will work directly with Matthew, our CEO, & Rachel, our COO, to turn founder-led sales into a repeatable system. That means finding the right companies before they know they need us, identifying immigration pain from public signals, building sharp outbound, creating referral loops, tightening follow-up, learning from every customer conversation, and turning what works into process.

The right person is part operator, part researcher, part salesperson, part writer, and part growth strategist. You should be excited to own the messy middle between “we know customers want this” and “we have a repeatable growth engine.”

You will have a lot of ownership early. You will help decide which customer segments we prioritize, which channels we test, which messages convert, which partnerships matter, and what the first real GTM operating system at LegalOS looks like.

What you’ll do

Build our repeatable pipeline engine

You’ll create and run the systems that generate qualified conversations with companies that have urgent immigration needs.

You’ll build and run LegalOS’s first serious outbound system: ICP list building, company enrichment, trigger-based lead sourcing, lead scoring, personalized outbound, follow-up sequences, CRM hygiene, pipeline tracking, and weekly reporting.

Find immigration buying triggers

LegalOS’s wedge is companies hiring, retaining, or relocating global talent.

You’ll identify companies likely to need us based on signals like recent funding, international founders, technical hiring, U.S. expansion, visa transfers, sponsorship/relocation job posts, layoffs, global teams, and employees who may need O-1, H-1B, L-1, EB-1, TN, or NIW support.

This is thoughtful, research-driven outbound to companies with real immigration pain.

Turn founder-led sales into a system

You’ll work directly with the founders on active opportunities: account research, call prep, company-specific immigration notes, one-pagers, follow-ups, next steps, and objection handling.

Over time, you’ll turn what works into sales scripts, qualification criteria, email templates, call-prep workflows, objection libraries, customer stories, and segment-specific messaging.

Learn from every prospect

You’ll help us figure out who has urgent pain, who pays fastest, who needs attorney reassurance, who is excited or skeptical about AI, which visa types sell best, which buyers convert — founders, HR, people ops, COOs, GCs, employees, recruiters — and which channels produce the highest-intent leads.

Every sales conversation should make our GTM motion smarter.

Build referral and partnership channels

You’ll own the first version of our partnership motion across accelerators, founder communities, immigration-heavy venture funds, CFO/HR communities, global talent platforms, EORs, startup law firms, technical recruiters, university founder programs, and international founder networks.

The goal is repeatable referral channels that produce qualified opportunities and closed revenue.

Create content and collateral that helps customers buy

You’ll help create practical, high-signal content and sales assets for founders and operators navigating immigration: founder guides, one-pagers, outbound assets, landing pages, customer emails, tactical memos, and case studies.

The goal is to become the company customers trust before they even get on a call.

Own the GTM operating rhythm

You’ll own the early GTM operating system: CRM hygiene, weekly pipeline reviews, outbound experiments, channel tracking, conversion analysis, lead scoring, follow-up discipline, and clear reporting.

You should know what is working, what is stuck, and what we should test next.

What we’re looking for

You might be a fit if you have:

• 3+ years in growth, sales, business operations, partnerships, founder-led sales, or early-stage GTM
• Experience building something from scratch or operating as an early employee in a messy environment
• Strong writing ability — outbound, follow-ups, landing pages, memos, and customer-facing copy
• Strong research ability — you can find non-obvious buying signals and turn them into good outreach
• Commercial instincts — you can tell the difference between activity and pipeline
• Comfort owning a number, even before the motion is fully figured out
• Familiarity with tools like Clay, Apollo, HubSpot/Salesforce, LinkedIn, enrichment tools, sequencing tools, or AI workflows
• Comfortable using AI tools and lightweight automation to move faster — including “vibe coding” simple workflows, stitching together GTM tools like Clay, Apollo, HubSpot/Salesforce, LinkedIn, Google Analytics, enrichment/sequencing tools, spreadsheets, and MCP-based workflows
• A bias toward fast experiments instead of long planning cycles
• Interest in AI, legal tech, immigration, startups, recruiting, HR, or global talent

Great backgrounds might include former founder, early B2B SaaS employee, growth generalist, chief-of-staff/business ops generalist, VC platform/scout operator, partnerships lead, or someone who built outbound or demand gen at an early-stage company.

Who you are

• You are unusually high-agency.
• You do not need a polished playbook handed to you. You like creating one.
• You can spend the morning thinking through ICP strategy and the afternoon building a lead list, writing outbound, cleaning the CRM, and chasing down next steps.
• You write clearly. You notice details. You can sound credible to a founder, a COO, an HR leader, a GC, or an attorney.
• You understand that early GTM is not just “more emails.” It is customer insight, positioning, timing, trust, follow-up, and focus.
• You are comfortable with unglamorous work. You are also ambitious enough to want a role that can grow into leading a major function.
• You care about whether revenue moved

What success looks like

In your first 30 days, you will understand our customers, clean up our CRM, map our ICPs, sit in on sales calls, build target account lists, draft outbound, and create the first weekly GTM operating rhythm.

By 60 days, you will be running outbound experiments, booking qualified calls, improving follow-up, creating sales collateral, testing partner/referral channels, and reporting what is working.

By 90 days, you will own at least one repeatable source of qualified pipeline, reduce founder sales/admin drag, sharpen our messaging, and give us a much clearer view of which customers we should chase hardest.

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Interview Process

Intro call with Matthew, LegalOS’s CEO & Rachel, LegalOS’s COO.

Practical GTM exercise: we’ll give you a small set of companies and ask you to identify which ones are most likely to need LegalOS, explain why, identify the likely buyer, and draft personalized outbound.

Working session with the founders to discuss your exercise, our current GTM motion, and how you would build pipeline in your first 60 days.

Final conversation on role fit, compensation, equity, and what success looks like.

In your application, please include:

1. The most meaningful pipeline or revenue number you have personally owned or influenced, and what you did to move it.
2. One company you think would be a strong LegalOS customer, and why.
   • Then, how would go about landing that customer
3. A sample of past GTM work you are proud of — outbound, campaign, deck, memo, case study, landing page, or growth experiment.

Optional: send a short Loom or deck on how you would approach your first 60 days at LegalOS.