
Monte Carlo
Monte Carlo builds reliability infrastructure for AI systems, helping enterprises monitor and troubleshoot production AI deployments. The San Francisco-based company has raised $236M, most recently a Series D in May 2022, and employs 550 people.
The growth story

Monte Carlo grew from 167 to 550 employees between 2021 and 2026, raising $236M along the way, most recently a Series D in May 2022.
About
Monte Carlo sells software that monitors AI systems in production environments, helping enterprises identify and fix issues as they scale AI deployments. Its tools support both human-guided and fully autonomous AI operations.
The company has raised $236M from investors including Accel, GGV Capital and ICONIQ Growth. Its Series D round closed in May 2022. Monte Carlo employs 550 people, with engineering making up the largest function at 50 staff.
Founders and leadership
Engineering is Monte Carlo's largest function with 50 staff. The company has a median tenure of 2 years across its 550 employees. Leadership includes founders from 2019 and investors from firms like Accel and GGV Capital.












The Monte Carlo org chart
Barr Moses (Co-Founder & CEO) leads 60 mapped leaders with 8 direct reports. Click +N to expand a team; names link to the person’s public profile.
Departments, and which ones grew

Headcount by function: Sales 140 (-4% YoY), Engineering 78 (+3% YoY), Operations 71 (-4% YoY), Business Development 28 (+17% YoY), Information Technology 24 (-20% YoY), Arts and Design 23 (+21% YoY).
Talent flow
Monte Carlo hires heavily from Twilio, which accounts for 16 of its analyzed profiles. Other top sources include Stack Overflow, New Relic and Fivetran. Alumni frequently move to AI-focused companies like OpenAI, Anthropic and SpaceXAI.

Most common previous employers of Monte Carlo staff: Twilio (16), Stack Overflow (8), New Relic (6), Fivetran (6), Snowflake (5), Domo (5). Former Monte Carlo employees most often moved to Omni (11), OpenAI (6), Snowflake (4), SpaceXAI (4), CodeRabbit (3), Anthropic (3).
Alumni worth knowing








The Monte Carlo mafia
Monte Carlo alumni have founded 4 companies, including Pocus (acquired by Apollo.io) and CoPlane. These startups employ a combined 49 people, with Pocus accounting for 26 staff before its acquisition.



4
Alexa Grabell, was MBA Intern until 2020
Scott O'Leary, was Founding GTM until 2024
Rafael Guerra, was Founding Team until 2023
Matt Casillas, was Enterpise Account Executive until 2021Hiring now
What this company is made of

Most common skills at Monte Carlo: Leadership (70), SQL (51), Project Management (51), Microsoft Excel (50), Sales (49), Software as a Service (SaaS) (48), Microsoft Office (48), Customer Service (48).
Where the team actually sits

Monte Carlo people are concentrated in California, United States (14), San Francisco Bay Area (13), England, United Kingdom (10), New York, United States (8).
Search footprint
Monte Carlo attracts about 8,232 organic search visits a month, traffic worth roughly $75K a month if bought through ads. It gained 955 ranking keywords and lost 218 in the last period.
What employees say
- Compensation
- 3.60 / 5
- Career opportunities
- 2.90 / 5
- Senior management
- 3.10 / 5
- Work-life balance
- 3.50 / 5
Frequently asked
Monte Carlo has 550 employees as of September 2026.
Monte Carlo has raised $236M in total, most recently a Series D round in May 2022.
Monte Carlo was founded in 2019 by Barr Moses.
Barr Moses (Co-Founder & CEO) sits at the top of Monte Carlo's reporting structure, with 8 direct reports.
The most common previous employers of current Monte Carlo staff are Twilio (16 people), Stack Overflow (8 people), New Relic (6 people).
Former Monte Carlo employees most often move to Omni (11), OpenAI (6), Snowflake (4).
At least 4 companies have a founder who previously worked at Monte Carlo, including Pocus (acquired by Apollo.io), CoPlane, GROWTH HAWK.
Monte Carlo attracts about 8,232 organic search visits a month, worth roughly $75K a month in equivalent ad spend.
The most common skills among Monte Carlo staff are Leadership, SQL, Project Management, Microsoft Excel, Sales.
Monte Carlo staff are concentrated in California, United States (14), San Francisco Bay Area (13), England, United Kingdom (10).
Monte Carlo has about 140 people in Sales, down 4% over the past year, as of September 2026.
Monte Carlo has about 78 people in Engineering, up 3% over the past year, as of September 2026.
Computed from 162 current and 246 former Monte Carlo profiles, as of September 2026. Source: Crustdata.
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