Enterprise Sales Manager, Americas - Monte Carlo

About Monte Carlo

Monte Carlo is the agent trust platform that unifies data and agent observability to monitor, troubleshoot, and improve production AI systems. As enterprises prepare to deploy thousands of agents across business-critical use cases, Monte Carlo provides the reliability infrastructure to support them along this AI transformation, from human-guided agents to fully autonomous operations. Founded in 2019 and backed by leading investors, Monte Carlo empowers data and AI teams to ship trusted AI at scale.

The Role

We're hiring an Enterprise Sales Manager to lead our Enterprise Americas team — selling into companies with 1,000 to 7,500 employees. As enterprises move AI agents into production, these deals are getting bigger and more cross-functional. We need a leader who can build a repeatable new-logo engine and coach reps to win multi-threaded, executive-level deals.

What You'll Do

• Lead the Enterprise Americas team's forecast, pipeline coverage, and new-logo bookings as it grows from 4 to 6 reps.
• Build a consistent outbound culture: inspect pipeline creation weekly, coach messaging, and set the standard for how the team prospects into enterprise accounts.
• Coach reps inside live deals on discovery, multi-threading, executive access, and deal navigation — on the calls, not just in the forecast review.
• Run disciplined deal inspection and qualification (MEDDPICC, value selling) and teach it so it sticks.
• Recruit 1–2 AEs from your own network, and make every rep on the team measurably better.
• Partner with SEs, SDRs, marketing, and CS to shape the enterprise motion as it scales.

What We're Looking For

• Hunter turned leader: You were a top new-logo AE, got promoted into first-line management, and have 2–5 years leading enterprise sellers. You still know how to run a deal and you want the next leadership step.
• Playbook pedigree: You were trained inside a disciplined, KPI-driven enterprise SaaS org — and can teach MEDDPICC, Command of the Message, or value-based discovery.
• Pipeline discipline + builder instinct: You've created a pipeline from scratch rather than inheriting a mature patch, and you're comfortable building a process where none exists.
• Talent magnet: You've hired strong reps, developed them, and have people who'd follow you.
• Competitive, low ego, coachable: High standards, hands in the work, takes feedback well. Data, infra, or AI experience is a plus, not a requirement.

This Is Not For You If

• You want to stay an individual contributor — this is a full-time leadership seat.
• You'd rather lead from the forecast call than from inside the deal.
• You need a fully built playbook handed to you.

Why Monte Carlo

• We created the data observability category, and we're doing it again with agent trust — you'll build where the market is forming, not where it's settled.
• Series D, $236M raised, backed by Accel, Redpoint, Notable Capital, ICONIQ Growth, and Salesforce Ventures.
• Customers include HubSpot, Fox, Nasdaq, Toast, and Mercado Libre.
• Snowflake Partner of the Year and a verified connector in Anthropic's Claude AI directory.
• Remote-first by design since day one, and recognized as a Best Workplace for it.
• Competitive compensation, equity, and a remote-first environment.