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Remote, Oregon, United States
Remote only
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.
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.
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.
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.
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
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 — 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
Monte Carlo Named to G2's Best Software Products of 2026
We are super proud to be named the 2026 Best Place to Work by Built In!
Beware of Imposter Recruiters and Job Scams
All official communication from our recruiting team will come from an @montecarlodata.com 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: https://jobs.ashbyhq.com/montecarlodata.
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 recruiting@montecarlodata.com before sharing any personal information.
