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 RoleMonte Carlo's Strategic sales team owns our Global 2000 business: landing new logos and expanding within accounts like Pepsi, Fox, General Mills, and Amgen. We're hiring Strategic Account Executives in California and on the East Coast (New York/Boston) to hunt new logos and run full-cycle enterprise deals across a 50–60-account territory, shape the upmarket playbook, and turn wins into repeatable market share. This team is set to quadruple, and you'll help define what that growth looks like.
What You'll DoPrioritize a 50–60-account territory and build a self-sustaining pipeline with your SDR through outbound, ABM, partner co-sell, and AI tools, holding 3–4x quota coverage
Get to economic buyers (CTOs, CDOs, VPs of Data/AI) early, develop champions who sell for you internally, and multi-thread every deal
Lead discovery, co-build Business Value Assessments with Sales Engineering, and present the business case to the executives who sign
Close six- and seven-figure, multi-year deals through procurement, security review, and legal
Write account plans that turn a first land into a multi-department footprint
Feed competitive intel and deal learnings back to Sales Leadership, Product, and Marketing to sharpen the playbook
Enterprise hunting track record. You've consistently won larger enterprise deals with new logos through complex, multi-year enterprise sales cycles, and hit or beaten quota by building your own pipeline rather than expanding an inherited book.
Data ecosystem background. You've sold in the data ecosystem, observability, or infrastructure. You can talk pipelines, observability, and AI readiness with technical buyers without relying entirely on your SE.
Value selling and executive presence. You find the customer's real pain, develop champions, and build the business case. You use MEDDPICC to qualify deals, not as a substitute for a selling strategy. You have business conversations with C-level buyers about risk, reliability, and outcomes.
Builder mindset. You've succeeded in startup or scale-up environments without a mature playbook. You can create urgency around problems that don't have a budget line yet, and you take coaching fast without needing hand-holding.
Consumption model fluency (plus). You have experience with usage-based pricing, or a real interest in how forecasting works when deal size flexes with adoption.
This Is Not For You IfYou need a mature playbook and steady inbound to hit your number
Your track record is mainly expanding existing accounts rather than hunting new logos
You're uncomfortable going deep with technical buyers alongside business stakeholders
You prefer transactional cycles over 3–6 month, multi-stakeholder enterprise deals
#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
- Consistent success winning new logos through complex, multi-year enterprise sales cycles
- Track record of meeting or exceeding quota through self-generated pipeline
- Experience selling within the data ecosystem, data observability, or infrastructure
- Ability to engage technical buyers on pipelines, observability, and AI readiness
- Value-selling skills, including developing champions and executive business cases
- Experience using MEDDPICC to qualify enterprise opportunities
- Success in startup or scale-up environments without a mature sales playbook
- Experience creating urgency for problems without an established budget
- Experience with usage-based pricing and flexible-adoption forecasting
Monte Carlo Compensation & Benefits Highlights
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Leave & Time Off Breadth — Paid time off is presented as unlimited, with additional references to paid holidays and sick days. Feedback suggests this breadth of time off supports work-life balance.
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Parental & Family Support — Parental leave is listed at 12 weeks, and some profiles cite expanded durations for birthing and non-birthing parents alongside fertility benefits. These signals point to meaningful family support for different parent types.
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Healthcare Strength — Health coverage is described as comprehensive across medical, dental, and vision, often paired with mental-health resources and FSA/HSA options. Feedback suggests these offerings form a solid core of the overall benefits package.
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.







