Enterprise Account Executive

About the role

We're seeking a driven Enterprise Account Executive to drive enterprise sales at Third Chair (X25). You'll sell our AI-native IP enforcement platform to rightsholders across entertainment, luxury, sports, and music — running a high volume of high-stakes deals end-to-end while maintaining our high bar for quality and client service. This is a full-time role, ideal for a full-cycle seller who wants to get in early, shape how we sell, and dive into the frontier of technology and rights enforcement for the largest enterprises in the world.

Location: Remote, anywhere in the US

Hours: Full-time (40 hours/week)

What You'll Do

• Own the full sales cycle end-to-end — from prospecting and first contact through negotiation and close.
• Sell to rightsholders across entertainment companies, luxury brands, sports, and music labels / publishers.
• Build and manage a healthy pipeline, forecast accurately, and consistently hit revenue targets.
• Collaborate with the founders and Operations team to refine our sales playbook, messaging, and processes.
• Work with our CTO and Technology team to turn customer feedback into a better platform.
• Represent Third Chair as a trusted partner to sophisticated legal and business-affairs buyers.

What We're Looking For

• 5+ years of quota-carrying, full-cycle sales experience, ideally selling into enterprise or media/entertainment.
• Proven track record of hitting and exceeding revenue targets in high-stakes deals.
• Strong negotiator who can navigate complex, multi-stakeholder buying processes.
• Extremely organized, able to juggle a high volume of deals while maintaining a high bar for quality.
• Hungry, entrepreneurial attitude with the drive and self-direction to thrive as an early sales hire.

Nice to Have

• Experience selling to media, entertainment, sports, or luxury rightsholders.
• Experience selling legal tech, compliance, or other technical/regulated products.
• Startup or 0→1 sales experience, including building process from scratch.
• Existing network among rightsholders, brands, or the music industry.

About Third Chair

Third Chair (YC X25) builds AI-powered legal infrastructure with human lawyers in the loop, helping rightsholders turn complex legal workflows into scalable revenue. We're founded by two second-time YC founders with prior exits — Yoav previously co-founded Trendpop (YC W21), which scaled to $1M ARR in 16 months processing millions of social posts per day, and Shourya previously co-founded Fello (YC W22), which grew to 2M+ users, processed millions in investments, and raised $4M+. Backed by Y Combinator and FundersClub with $2.3M raised, customers used Third Chair to generate over $1M in revenue in the last six months of 2025.