Enterprise Sales Manager, Americas

About Monte Carlo

Monte Carlo is the agent trust platform that autonomously observes, fixes, and continuously improves agents and the data that powers them — so enterprises can scale trust at the speed of AI. Bayes, our AI teammate, does the work: detecting, triaging, troubleshooting, and fixing issues in AI agents and the data powering them. The result is self-improving agents that get better with every fix instead of drifting. More than 400 enterprises, including Amazon, PepsiCo, CNN, Nasdaq, and JetBlue, rely on Monte Carlo. Learn more at montecarlo.ai [link for members]

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.

#LI-REMOTE

#BI-REMOTE

WHY MONTE CARLO

• We created the data observability category, and we're doing it again with agent trust [link for members] — 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 — your work ships to enterprises with real stakes

• 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.

Come As You Are

Equality is a core tenet of Monte Carlo's culture. We are committed to building an inclusive global team that represents a variety of backgrounds, perspectives, beliefs, and experiences.

Monte Carlo is an equal-opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

We are proud to be recognized for our world-class employee experience:

Monte Carlo Named 2025 Databricks Data Governance Partner of the Year [link for members]

We were recently recognized as the #1 Data Observability Platform by G2 for the 4th consecutive quarter. See our G2 reviews here! [link for members]

Monte Carlo Named to G2's Best Software Products of 2026 [link for members]

Monte Carlo was featured on Database Trends and Applications (DBTA’s) Trend-Setting Products for 2025! [link for members]

We are super proud to be named the 2026 Best Place to Work by Built In! [link for members]

Beware of Imposter Recruiters and Job Scams

• All official communication from our recruiting team will come from an @the company.com [link for members] email address.

• We will never ask candidates to provide sensitive personal information (such as bank details, social security numbers, or payment) at any stage of the recruitment process.

• We will never request payment for equipment, training, or application processing.

• Our open positions are always listed on our official careers page: [link for members]

If you are contacted by someone claiming to represent Monte Carlo but you’re unsure of their legitimacy, please reach out to us directly at [link for members] before sharing any personal information.