Enterprise Sales Manager, Americas

OpenKrill; United States; Remote; USD 180,000 - 240,000; Full time

Job summary

Monte Carlo is seeking an Enterprise Sales Manager to lead the Enterprise Americas team, selling into 1,000–7,500 employee enterprises. You’ll build a repeatable new-logo engine, coach reps to win executive-level, multi-threaded deals, and evolve the team from 4 to 6 reps, while maintaining a strong focus on pipeline hygiene and forecast accuracy.

You’ll recruit 1–2 AEs from your network, partner with SEs, SDRs, marketing, and CS to shape scalable enterprise motions, and lead disciplined deal

Qualifications

• 2–5 years leading enterprise sellers
• Disciplined KPI-driven enterprise SaaS experience
• Experience building outbound pipeline from scratch
• Proven hiring and coaching ability
• Comfort with executive-level deals

Responsibilities

• Lead forecast, pipeline, and new-logo bookings for Enterprise Americas
• Build outbound culture and coach messaging
• Coach reps on discovery, multi-threading, executive access
• Run MEDDPICC and value selling training
• Recruit 1–2 AEs and elevate team performance
• Collaborate with SEs, SDRs, marketing, and CS

Skills

New-logo sales

Enterprise SaaS

MEDDPICC

Value selling

Coaching & leadership

Job description

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. Learn more at montecarlo.ai https://montecarlo.ai

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 https://montecarlo.ai/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 https://www.montecarlodata.com/blog-2025-databricks-data-governance-partner-of-the-year/?utm_source=chatgpt.com

We were recently recognized as the #1 Data Observability Platform by G2 for the 4th consecutive quarter. See our G2 reviews here! https://www.g2.com/reports/grid-report-for-data-observability-spring-2025.embed?featured=monte-carlo&secure%5Bgated_consumer%5D=7d02ec0a-326a-40fa-8a44-fab49f67c5f1&secure%5Btoken%5D=6b3c29d18ea50ae0005295b5c63994f97c01cae81bbd3f9ea6abff73c40fde51&utm_campaign=gate-2063400

Monte Carlo Named to G2's Best Software Products of 2026 https://www.montecarlodata.com/blog-monte-carlo-g2-best-software-product-of-2026/

Monte Carlo was featured on Database Trends and Applications (DBTA’s) Trend-Setting Products for 2025! https://www.dbta.com/Editorial/Trends-and-Applications/Trend-Setting-Products-in-Data-and-Information-Management-for-2025-167115.aspx

We are super proud to be named the 2026 Best Place to Work by Built In! https://builtin.com/awards/us/2026/best-places-to-work