Job Details

Embed with leading law firms to implement AI solutions on-site (50-70% travel), gathering critical customer insights that directly shape product development at a fast-growing legal AI startup.

About CaseMark

CaseMark (founded June 2023, Portland, OR) is an AI-driven legal workflow platform designed to streamline legal processes. We empower legal professionals with intelligent automation and modular workflows for case summaries, depositions, chronologies, and more. Our secure, enterprise class platform is designed to increase efficiency and shift focus to client relationships and strategic casework. Committed to privacy and accuracy, CaseMark is at the forefront of legal innovation.

Description

We're building CaseMark: an AI-native legal platform with 700+ discrete "easy buttons" that solve specific legal tasks. We need a Forward Deployed Engineer to embed with our largest customers and turn platform capabilities into transformative firm-wide workflows.

This is one of the most critical new roles at CaseMark. You'll be our eyes and ears in the field-working directly with law firms and legal service providers to implement solutions on the CaseMark and case.dev platforms while feeding invaluable customer insights back to our product team. This role is perfect for someone early in their career who wants to build an impressive resume and network at the intersection of AI and legal tech.

What You'll Do

• Embed with our largest customers (law firms, court reporting companies, legal tech partners) to understand their workflows, pain points, and opportunities.
• Work hands-on with the CaseMark and case.dev platforms to design and implement custom solutions: configuring workflows, building worker agents, creating tabular analysis processes, and training teams on AI-native legal work.
• Act as trusted advisor to firm leadership, practice groups, and legal ops teams-showing them how to reorganize workflows around AI.
• Travel frequently (50-70%) to customer sites domestically and internationally, spending days or weeks embedded with teams to drive adoption and prove ROI.
• Serve as the critical feedback loop between customers and product: gather insights from embedded work, identify product gaps and opportunities, and translate customer needs into actionable product requirements.
• Create repeatable playbooks, training materials, and implementation frameworks that scale across customers.
• Build deep relationships with decision-makers at leading law firms and legal organizations-creating a powerful professional network.

What We're Looking For

• 1-3 years in sales, customer success, or solutions engineering at a B2B software company (legal tech strongly preferred).
• Legal industry exposure: worked at a law firm, sold to law firms, grew up around lawyers, or deep familiarity with how legal work actually happens.
• Self-starter mentality: you thrive with autonomy, ambiguity, and the responsibility of being the expert in the room.
• Technical curiosity: you don't need to code, but you can learn software quickly, configure complex systems, and explain technical concepts to non-technical users.
• AI-native mindset: you understand how AI tools work and can envision how they transform workflows.
• Consultative approach: you know how to listen, diagnose problems, and prescribe solutions that customers actually adopt.
• Exceptional communication skills: you can present to partners, train paralegals, and earn trust across all levels of a firm.
• Willingness to travel extensively (50-70% of time) domestically and internationally to accommodate customer needs.
• Based in San Francisco, New York, or London (we're hiring in all three markets).

Why Join

• Competitive compensation + equity:
• San Francisco: $110-120K + equity
• New York: $115-125K + equity
• London: £70-80K + equity
• All travel expenses covered + travel perks

• Build an exceptional resume: you'll become a recognized expert on AI adoption in law firms-one of the most valuable skillsets as the legal industry transforms.
• Create a powerful network: work directly with leadership at top law firms, court reporting companies, and legal tech organizations.
• Shape product development: your embedded customer feedback will directly influence the CaseMark and case.dev roadmaps.
• Career acceleration: this is a high-visibility, high-impact role where your work transforms how legal professionals practice law.
• Join a fast-moving startup backed by top investors where you'll learn from the ground up how to scale AI products.

Location & Travel Expectations This role requires frequent travel (50-70%) to customer sites across the US and internationally. We're hiring in three markets:

• San Francisco (primary hub)
• New York
• London

Expect to spend 2-4 days per week embedded with customers, with some weeks requiring full-week engagements. Home base will be in your respective city.