Enterprise Account Executive (New York City Metropolitan Area)

Enterprise Account Executive

Plaintiff Law Firms, PI & Mass Tort

Remote (U.S.) | Full-Time

About LlamaLab:

LlamaLab is building the fastest path to medical evidence. We help plaintiff law firms retrieve medical records, discover providers, and access clinical intelligence faster than ever before. The result is simple: firms get critical information in days rather than months, accelerate case progression, and create better outcomes for clients.

In just over two years, we have grown to more than $5M in ARR, signed seven-figure enterprise agreements, and earned the trust of some of the country's leading personal injury and mass tort law firms. We're now entering the next phase of growth. The sales playbook is working. Demand is growing. The opportunity is proven. Now we're looking for the right salesperson to help scale it.

The Opportunity:

This is not a traditional Account Executive role. We're looking for an experienced enterprise seller who wants to build something meaningful and eventually lead it. You'll work directly with our CEO and founders, own high-value enterprise opportunities from prospecting through close and help shape the future of our sales organization.

If you're the kind of person who prefers autonomy over micromanagement, thrives in ambiguous environments, and wants a clear path toward sales leadership, you'll have a unique opportunity to make an outsized impact here. The right person won't just close deals. They'll help build the foundation of the sales organization and earn a path toward becoming LlamaLab's future Head of Sales.

What You'll Do:

Own Enterprise Revenue Growth

• Manage the full sales cycle from prospecting through close and expansion
• Generate and develop relationships with key stakeholders at plaintiff law firms nationwide
• Lead complex enterprise sales motions involving managing partners, operations leaders, COOs, finance stakeholders, and executive decision-makers
• Navigate multi-stakeholder buying processes and build consensus among diverse buyer groups
• Conduct product demonstrations, commercial evaluations, and executive presentations

Build Pipeline Strategy

• Drive outbound prospecting efforts through LinkedIn, referrals, industry events, conferences, and strategic outreach
• Develop relationships across the plaintiff legal ecosystem
• Generate opportunities independently rather than relying solely on inbound demand
• Create and test new approaches to reach target accounts

Help Build the Sales Function

• Partner directly with company leadership to refine our sales playbook
• Contribute ideas, processes, and best practices that improve scalability
• Help codify outbound strategies, stakeholder management frameworks, and enterprise selling motions
• Mentor future sales hires as the team grows

Who We Sell To:

Our core customers include:

• Personal Injury (PI) law firms
• Mass Tort firms
• Litigation funding organizations

Our strategic focus is on larger organizations with:

• 10+ attorneys, and/or
• 500+ cases annually

These organizations involve sophisticated, multi-stakeholder buying processes where enterprise sales skills matter.

You should be comfortable selling to:

• Managing Partners
• Senior Partners
• COOs
• Directors of Operations
• Controllers
• Department Leaders

What We're Looking For:

Required Experience

• Direct experience selling into law firms (THIS IS AN ABSOLUTE MUST)
• 3+ years of B2B sales experience
• Enterprise sales experience with complex, multi-stakeholder buying cycles
• Experience prospecting and creating opportunities through outbound efforts
• Proven ability to manage large opportunities from first conversation through close
• Experience in sales in one of the following areas:
• Legal technology
• Case management platforms
• Medical records retrieval
• Litigation support services
• Legal marketing
• Litigation funding
• Court reporting
• eDiscovery
• Plaintiff law firm technology solutions

Why Join LlamaLab?:

LlamaLab offers the opportunity to help scale a fast-growing legal tech company with a clear path to future sales leadership. You'll work directly with the founders, sell a high-impact solution that improves law firm operations, and have significant influence on product direction. With heavy automation, uncapped earnings, and startup upside, you'll spend more time building relationships and closing deals, and less time on administrative work.

Compensation & Benefits:

Compensation

• Base Salary: $125,000 - $200,000
• Uncapped Commission (OTE: $300,000 - $400,000+)

Benefits

• Medical insurance (100% employee coverage)
• Dental insurance
• Vision insurance
• Dependent coverage assistance (30%-50%)
• Remote-first work environment
• Travel to industry conferences and key customer meetings

You'd Thrive Here If:

This role is for someone who has already proven they can sell into law firms and wants more than just another quota-carrying job.

If you're looking for the opportunity to build, lead, and eventually own a sales organization while helping modernize one of the most important workflows in the legal industry, we'd love to talk.

Disclaimer: Responsibilities may evolve as LlamaLab grows—flexibility is key. This position is part of LinkedIn’s Full-Service Hiring beta program and is open to candidates performing services in the U.S. (excluding AK, HI, NV, SC, and WV). We’re committed to making our hiring process as smooth and timely as possible, and we understand that waiting to hear back can add to the anticipation. If you’re a potential fit, our team will reach out within two weeks to progress you to the next stage. If you don’t hear from us in that time, we encourage you to explore other opportunities with our team in the future, and we wish you the very best in your job search.