Commercial Counsel

Role Details

• Location: This role is eligible for remote work in the United States.
• Compensation: This role's annual salary ranges are outlined below, in addition to equity and benefits.
  • $180,000 - $200,000 [California, New York, Washington]
  • $171,000 - $190,000 [Massachusetts, Washington DC, Colorado, Illinois, Oregon, Texas, New Jersey, Rhode Island, Pennsylvania]
  • $162,000 - $180,000 [All other states]

The range displayed on this job posting reflects the minimum and maximum compensation. Factors including location, level, job-related knowledge, skills, and experience will determine compensation.

About Gem

Gem is the only AI-first all-in-one recruiting platform. It brings together your ATS, CRM, sourcing, scheduling, and analytics — plus 650+ million profiles to source from — with AI built into every workflow. By eliminating the headaches of juggling multiple tools, Gem helps customers boost recruiter productivity by up to 5x while saving 30-50% on technology costs. Over 1,000 organizations — from startups to industry leaders like Zillow, DoorDash, and Asana — trust Gem to fuel their growth. With an industry-leading 4.8/5 rating on G2, Gem is the platform recruiters actually love to use. Gem has raised $148M from renown investors including Accel, Greylock, ICONIQ, Sapphire, and Meritech.
With Gem, you can experience the power of a truly connected recruiting platform — one consistent interface, unified data, smarter AI recommendations, and simplified permissions. Our customers achieve remarkable results:
Just as we strive to help our customers find great talent, we also invest in our own people and culture. We are proud of the culture we’ve built and have recently been recognized as: 

• Forbes America's Best Startup Employers 2025
• Great Place to Work Certified, 2024
• Fortune Best Workplaces for Millennials, 2023

The Team & Role 

Gem's Legal team is lean, nimble, and built for velocity. You'll work directly with Matt Flairty, our Head of Legal, and partner closely with David Dold, our Director of Operations. We’re a tight-knit group that values autonomy, pragmatism, and high standards. This isn't a role where you'll be buried in layers of approval or lost in bureaucracy. You'll have real ownership, direct access to leadership, and the trust to make judgment calls that move deals forward.
As Commercial Counsel, you'll sit at the heart of Gem's revenue engine as a trusted advisor to our Sales and Go-To-Market teams. You'll collaborate closely with Sales leaders, Deal Desk, Product, and Finance to balance risk with commercial reality. We move quickly and provide practical, business-minded guidance that enable deals while keeping risk in check.
This role is ideal for someone who wants their work to have immediate impact. You'll help shape how Gem's commercial legal function scales — building the playbooks, training the teams, and negotiating the deals that fuel our growth. If you're a pragmatic, business-minded lawyer who values autonomy, loves solving problems in real-time, and wants to be a key player in a company transforming talent acquisition with AI, this is the role for you.

What You’ll Do Day-to-Day

• Lead enterprise and mid-market contract negotiations: Own the end-to-end negotiation of MSAs, Order Forms, and related commercial documents to drive deals forward
  • Own the relationship with outside counsel on high-stakes, novel legal issues, and strategic partnerships as needed
• Build a scalable commercial legal function: Develop and maintain templates, playbooks, workflows, and self-serve tools that improve speed and consistency across the GTM organization
• Manage vendor contracting and procurement: Own the end-to-end vendor agreement process in partnership with our Finance and business function to ensure efficient procurement workflows and appropriate contract terms
• Guide data privacy & DPA strategy: Lead DPA negotiations and advise Product and Engineering on privacy, data governance, and evolving global requirements (e.g. GDPR, CCPA, etc.)
• Monitor Regulatory Changes & Advi