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
The RoleWe're hiring a Senior Account Executive, Key Accounts, to own a book of existing enterprise customers and grow it. Most of our customers start with one data team. Your job is to take Monte Carlo from that first team into new business units, new use cases, and new budget across the rest of the org. As enterprises put AI agents into production, data and AI reliability is becoming a board-level problem, and our customers are ready to expand. This is a senior AE seat, and we're looking for a hunter: you'll expand within our existing accounts, landing new teams, business units, and budget, not managing renewals.
What You'll DoOwn a book of 10-15 of our most strategic logos (~$5M ARR) and carry a ~$1.2M annual quota, roughly six expansion deals at ~$325K each.
Map each account's org chart and break into the teams, business units, and budgets we're not in yet.
Build pipeline yourself: prospect inside your accounts, multi-thread from practitioner to exec sponsor, and turn a single champion into many.
Run EBRs and QBRs that tie Monte Carlo to business outcomes, and build account plans that show where the next deal is and where the risk is.
Drive 6–12 month enterprise cycles from first signal to close, working with SEs, CS, and sales leadership.
Get on-site with customers and own the room.
Expansion hunter. 5+ years in a quota-carrying closing role with consistent attainment and sustained tenure. You've grown existing accounts by landing in new departments and business units, and you can walk us through specific deals where you found the new buyer and closed it. Renewals and CS-handed upsells don't count.
Data-space seller. You've sold data or infrastructure products to technical buyers. You can hold your own with technical data teams and turn reliability into a business case a CFO signs.
Pipeline creator. You go find pipeline instead of waiting for it. You're comfortable on the phone, relentless about multi-threading, and you see expansion paths where other reps see a renewal date.
Executive presence. Executives take your EBRs seriously. You build rigorous account plans, escalate early, and run complex multi-stakeholder deals with confidence.
This Is Not For You IfYou prefer managing accounts and renewals over hunting new business inside them.
You haven't sold data or infrastructure products and aren't interested in learning a technical buyer.
Your experience is mostly transactional or SMB, without multi-stakeholder enterprise cycles.
You've changed companies every year and can't point to a sustained run in one seat.
#LI-REMOTE
#BI-REMOTE
Why Monte CarloWe 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
We were recently recognized as the #1 Data Observability Platform by G2 for the 4th consecutive quarter. See our G2 reviews here!
Monte Carlo Named to G2's Best Software Products of 2026
Monte Carlo was featured on Database Trends and Applications (DBTA’s) Trend-Setting Products for 2025!
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 [email protected] before sharing any personal information.
Skills Required
- 5+ years in a quota-carrying closing sales role
- Consistent quota attainment and sustained tenure in a sales role
- Experience expanding existing enterprise accounts into new departments, business units, and budgets
- Experience selling data or infrastructure products
- Ability to sell to technical data and AI buyers
- Experience creating pipeline through prospecting and multi-threading
- Experience managing complex, multi-stakeholder enterprise sales cycles
- Strong executive presence and experience conducting EBRs and QBRs
- Ability to manage 6–12 month enterprise sales cycles
- Willingness to meet customers on-site
Monte Carlo Compensation & Benefits Highlights
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Parental & Family Support — feedback suggests Monte Carlo advertises paid parental leave, with sources citing 12 weeks and some listings indicating 16 weeks for birthing parents and 12 weeks for non-birthing parents. This indicates structured support for families even if exact entitlements should be confirmed.
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Leave & Time Off Breadth — feedback suggests an unlimited PTO policy is promoted alongside paid holidays and sick leave. This points to flexibility in time off, though actual usage norms may vary by team.
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Wellbeing & Lifestyle Benefits — feedback suggests remote-first support includes home-office setup, monthly phone/internet, wellness stipends, and travel allowances to global offices. These indicate lifestyle-oriented perks that can improve remote work practicality.
Monte Carlo Insights
What We Do
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 2019. Backed by leading investors. Trusted by 400+ enterprises including Amazon, PepsiCo, CNN, Nasdaq, and JetBlue.
Why Work With Us
A Built In 2026 Best Place to Work, Inc. Best Workplace 2024, and Newsweek Most Loved Workplace. We're remote-first, solving one of the biggest problems in the AI era: trust. We build fast, ship bold, and have a great time doing it. Come help the world adopt trusted AI.
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Monte Carlo Teams
Monte Carlo Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Remote-first, local-second. We hire the best person for the role wherever they are, default to async, and cover coworking for everyone. Dedicated offices in eight cities for anyone who wants an in-person day. None of them required.







