Monte Carlo

Software DevelopmentSan Francisco, California, United StatesFounded 2019550 employees$236M raised

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.

-67%
Open roles are down 67% year over year, at 4 today.
Omni
Omni is the most common next stop for people leaving Monte Carlo (11 alumni).
10%
10% of analysed staff worked at Twilio before joining. No other company feeds Monte Carlo more.
Employees
550
Total raised
$236M
Last: Series D
Open roles
4
-67% vs last year
Site visitors
85K
per month
Alumni founders
4
companies started

The growth story

Monte Carlo headcount and funding550 people today
582$60M$135M550202120222023202420252026
Data by CrustdataCrustdata

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.

  • Co-Founder & CEO
    CEO
    • Chief Operating Officer
      Executive
    • Chief Technology Officer
      Executive
    • Chief Data + AI Officer (CDAIO)
      Executive
    • Chief Marketing Officer
      Executive
    • RK
      Chief Information Security Officer (CISO) & Head of Compliance& IT
      Executive
    • BizOps / Chief of Staff
      Executive
    • Chief Software Architect
      Executive
    • Executive Assistant to the CEO, COO, CRO, and CTO

Departments, and which ones grew

Headcount by functiongrowth vs 12 months ago
SSales
140-4%
EEngineering
78+3%
OOperations
71-4%
BBusiness Development
28+17%
IInformation Technology
24-20%
AArts and Design
23+21%
CCustomer Success and Support
21-25%
AAdministrative
18+13%
MMarketing
15+7%
Data by CrustdataCrustdata

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.

Where Monte Carlo people come from, and where they go162 current + 246 former profiles
16 people: Twilio → Monte Carlo8 people: Stack Overflow → Monte Carlo6 people: New Relic → Monte Carlo6 people: Fivetran → Monte Carlo5 people: Snowflake → Monte Carlo5 people: Domo → Monte Carlo5 people: SAP → Monte Carlo4 people: Barracuda → Monte Carlo11 people: Monte Carlo → Omni6 people: Monte Carlo → OpenAI4 people: Monte Carlo → Snowflake4 people: Monte Carlo → SpaceXAI3 people: Monte Carlo → CodeRabbit3 people: Monte Carlo → Anthropic3 people: Monte Carlo → NeuBird AI3 people: Monte Carlo → DatabricksMonte Carlo550 peopleCAME FROMWENT TOTwilio16 peopleStack Overflow8 peopleNew Relic6 peopleFivetran6 peopleSnowflake5 peopleDomo5 peopleSAP5 peopleBarracuda4 peopleOmni11 peopleOpenAI6 peopleSnowflake4 peopleSpaceXAI4 peopleCodeRabbit3 peopleAnthropic3 peopleNeuBird AI3 peopleDatabricks3 people
Data by CrustdataCrustdata

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.

Alexa GrabellScott O'LearyRafael GuerraMatt Casillas4
founders left Monte Carlo and started 4 companies, employing 49 people between them

Alexa Grabell, was MBA Intern until 2020
21 employees
Scott O'Leary, was Founding GTM until 2024
1 employees
Rafael Guerra, was Founding Team until 2023
1 employees
Matt Casillas, was Enterpise Account Executive until 2021

Hiring now

Strategic Account Executive, WestSr. Sales Engineer (pre-sales Forward Deployed Engineer) — USSenior Pre Sales Engineer - USPartner Manager, EMEA

What this company is made of

Headcount by skillwhat people list on their profiles
LLeadership
70
SSQL
51
PProject Management
51
MMicrosoft Excel
50
SSales
49
SSoftware as a Service (SaaS)
48
MMicrosoft Office
48
CCustomer Service
48
MMarketing
47
MManagement
47
Data by CrustdataCrustdata

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

Headcount by regionHQ: San Francisco, California, United States
CCalifornia, United States
14
SSan Francisco Bay Area
13
EEngland, United Kingdom
10
NNew York, United States
8
UUnited States
8
CColorado, United States
6
TTexas, United States
5
SSalt Lake City Metropolitan Area
4
Data by CrustdataCrustdata

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

Organic clicks
8,232
per month
Traffic worth
$75K
if bought as ads
Ranking keywords
5,441

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

How many employees does Monte Carlo have?

Monte Carlo has 550 employees as of September 2026.

How much has Monte Carlo raised?

Monte Carlo has raised $236M in total, most recently a Series D round in May 2022.

Who founded Monte Carlo?

Monte Carlo was founded in 2019 by Barr Moses.

Who is the CEO of Monte Carlo?

Barr Moses (Co-Founder & CEO) sits at the top of Monte Carlo's reporting structure, with 8 direct reports.

Where does Monte Carlo hire from?

The most common previous employers of current Monte Carlo staff are Twilio (16 people), Stack Overflow (8 people), New Relic (6 people).

Where do Monte Carlo employees go after leaving?

Former Monte Carlo employees most often move to Omni (11), OpenAI (6), Snowflake (4).

What companies were founded by ex-Monte Carlo employees?

At least 4 companies have a founder who previously worked at Monte Carlo, including Pocus (acquired by Apollo.io), CoPlane, GROWTH HAWK.

How much traffic does Monte Carlo get from search?

Monte Carlo attracts about 8,232 organic search visits a month, worth roughly $75K a month in equivalent ad spend.

What skills do people at Monte Carlo have?

The most common skills among Monte Carlo staff are Leadership, SQL, Project Management, Microsoft Excel, Sales.

Where is Monte Carlo's team located?

Monte Carlo staff are concentrated in California, United States (14), San Francisco Bay Area (13), England, United Kingdom (10).

How big is Monte Carlo's sales team?

Monte Carlo has about 140 people in Sales, down 4% over the past year, as of September 2026.

How big is Monte Carlo's engineering team?

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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