Observe.AI

Software DevelopmentRedwood City, California, United StatesFounded 2017349 employees$214M raised

Observe.AI sells AI software for customer service teams, automating tasks like handling conversations and optimizing operations. The company has raised $214M, most recently a Series C in April 2022, and employs 349 people.

+100%
Open roles are up 100% year over year, at 16 today.
19
19 companies were started by ex-Observe.AI people.
Five9
Five9 is the most common next stop for people leaving Observe.AI (7 alumni).
Employees
349
Total raised
$214M
Last: Series C
Open roles
16
+100% vs last year
Site visitors
83K
per month
Alumni founders
19
companies started

The growth story

Observe.AI headcount and funding349 people today
454$125M3492020202120222023202420252026
Data by CrustdataCrustdata

Observe.AI grew from 167 to 349 employees between 2020 and 2026, raising $214M along the way, most recently a Series C in April 2022.

About

Observe.AI develops AI agents that automate customer service workflows, from handling inbound queries to supporting agents and improving operations. Its software aims to speed up resolutions, improve service quality, and reduce costs for enterprise clients.

The company has scaled to 349 employees since its 2017 founding. Its $214M in funding includes a Series C round in April 2022 backed by investors like Gokul Rajaram and Emergent Ventures.

Founders and leadership

Engineering is Observe.AI's largest function with 96 employees, nearly 30% of its workforce. The company operates with a median tenure of just one year, suggesting rapid scaling and turnover.

The Observe.AI org chart

Swapnil Jain (Co-Founder and 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 functiongrowth vs 12 months ago
EEngineering
112-38%
SSales
29-3%
IInformation Technology
28-15%
OOperations
230%
BBusiness Development
17-23%
CCustomer Success and Support
15-6%
EEntrepreneurship
12+20%
PProduct Management
11-42%
HHuman Resources
10-17%
Data by CrustdataCrustdata

Headcount by function: Engineering 112 (-38% YoY), Sales 29 (-3% YoY), Information Technology 28 (-15% YoY), Operations 23 (0% YoY), Business Development 17 (-23% YoY), Customer Success and Support 15 (-6% YoY).

Talent flow

Observe.AI recruits heavily from enterprise software firms, with [24]7.ai, Amazon, and Oracle as top talent sources. Alumni often move to customer service tech companies like Five9 and Sanas, or AI startups like Matters.AI.

Where Observe.AI people come from, and where they go229 current + 274 former profiles
16 people: [24]7.ai β†’ Observe.AI8 people: Amazon β†’ Observe.AI7 people: Oracle β†’ Observe.AI6 people: ContractPodAi β†’ Observe.AI5 people: PwC β†’ Observe.AI5 people: Infosys β†’ Observe.AI5 people: NiCE β†’ Observe.AI4 people: Ola β†’ Observe.AI7 people: Observe.AI β†’ Five96 people: Observe.AI β†’ Amazon6 people: Observe.AI β†’ Sanas5 people: Observe.AI β†’ Uber4 people: Observe.AI β†’ Matters.AI4 people: Observe.AI β†’ Arctic Wolf4 people: Observe.AI β†’ Google4 people: Observe.AI β†’ RubrikObserve.AI349 peopleCAME FROMWENT TO[24]7.ai16 peopleAmazon8 peopleOracle7 peopleContractPodAi6 peoplePwC5 peopleInfosys5 peopleNiCE5 peopleOla4 peopleFive97 peopleAmazon6 peopleSanas6 peopleUber5 peopleMatters.AI4 peopleArctic Wolf4 peopleGoogle4 peopleRubrik4 people
Data by CrustdataCrustdata

Most common previous employers of Observe.AI staff: [24]7.ai (16), Amazon (8), Oracle (7), ContractPodAi (6), PwC (5), Infosys (5). Former Observe.AI employees most often moved to Five9 (7), Amazon (6), Sanas (6), Uber (5), Matters.AI (4), Arctic Wolf (4).

Alumni worth knowing

The Observe.AI mafia

Observe.AI alumni have founded 19 companies, including Sanas (282 staff), Orum (179 staff), and Osano (95 staff). Matters.AI and SellerMate.AI are among the smaller startups launched by former employees.

Sharath Keshava NarayanaJason DorfmanBobby JaffariKeshava MurthyHarsh SahuAkash Singh21
founders left Observe.AI and started 19 companies, employing 702 people between them

282 employees
Sharath Keshava Narayana, was Co-Founder until 2022
179 employees
Jason Dorfman, was Advisor until 2018
95 employees
Bobby Jaffari, was Advisor until 2018
62 employees
Keshava Murthy, was Founding Member until 2021
Harsh Sahu, was Founding Engineer until 2021
22 employees
Akash Singh, was Co-Founder and CTO until 2022
Avinash Saproo, was Director, Product Management until 2023
18 employees
Rakshit Bansal, was Software Development Engineer III until 2023
12 employees
Priya Saiprasad, was Board Member until 2023
8 employees
Ashish Garg, was Product Manager until 2021
5 employees
Meher Vamsi, was Senior Machine Learning Engineer until 2021
I
5 employees
Kali Sarim, was Account Executive Platform Accounts until 2023
4 employees
Shubham Tiwari, was Software development engineer 2 until 2023
2 employees
Shambhu Debnath, was Principal Talent Acquisition until 2023
2 employees
Naman Jain, was ML Engineer - Voice until 2019
Samay Jain, was Product Manager until 2019
S
1 employees
Jay Leano, was Head of Global Sales until 2020
1 employees
Ankur Parikh, was AI/NLP/ML Consultant until 2018
1 employees
Siddhant Gupta, was Machine Learning Intern until 2025
Jonathan D'Mello, was Head of Design until 2021
D
Dance Wid Shivani
Β 
Shivani Srivastava, was Product Manager until 2024

Hiring now

Strategic Account ExecutiveStaff DevSecOps EngineerSr. Sales EngineerSoftware Engineer I - AI AgentsSenior Machine Learning Engineer - NLPSenior Enterprise Account Executive - Pacific NorthWestSenior Enterprise Account ExecutiveSalesforce Consultant ( Contract - 6 Months )Sales Development Representative (US)People Business Partner

Web traffic

observe.ai monthly visitors-13% month over month
21,92981,143140,35783,075202420252026
Data by CrustdataCrustdata

Traffic mix: 73% direct, 9% search, 9% social, 0% paid.

What this company is made of

Headcount by skillwhat people list on their profiles
PPython (Programming Language)
113
LLeadership
96
HHTML
83
SSQL
83
CC++
82
AAmazon Web Services (AWS)
82
JJava
80
MManagement
75
MMicrosoft Office
72
CC (Programming Language)
71
Data by CrustdataCrustdata

Most common skills at Observe.AI: Python (Programming Language) (113), Leadership (96), HTML (83), SQL (83), C++ (82), Amazon Web Services (AWS) (82), Java (80), Management (75).

Where the team actually sits

Headcount by regionHQ: Redwood City, California, United States
KKarnataka, India
104
CCalifornia, United States
24
SSan Francisco Bay Area
16
GGreater Bengaluru Area
8
UUnited States
5
DDelhi, India
5
IIndia
5
UUttar Pradesh, India
4
Data by CrustdataCrustdata

Observe.AI people are concentrated in Karnataka, India (104), California, United States (24), San Francisco Bay Area (16), Greater Bengaluru Area (8).

Search footprint

Organic clicks
2,118
per month
Traffic worth
$29K
if bought as ads
Ranking keywords
2,466
Ads budget
$9K
per month

Observe.AI attracts about 2,118 organic search visits a month, traffic worth roughly $29K a month if bought through ads. It gained 522 ranking keywords and lost 785 in the last period.

What employees say

Compensation
3.40 / 5
Career opportunities
3.10 / 5
Senior management
2.30 / 5
Work-life balance
2.60 / 5

Frequently asked

How many employees does Observe.AI have?

Observe.AI has 349 employees as of September 2026.

How much has Observe.AI raised?

Observe.AI has raised $214M in total, most recently a Series C round in April 2022.

Who founded Observe.AI?

Observe.AI was founded in 2017 by Swapnil Jain, Jithendra Vepa.

Who is the CEO of Observe.AI?

Swapnil Jain (Co-Founder and CEO) sits at the top of Observe.AI's reporting structure, with 8 direct reports.

Where does Observe.AI hire from?

The most common previous employers of current Observe.AI staff are [24]7.ai (16 people), Amazon (8 people), Oracle (7 people).

Where do Observe.AI employees go after leaving?

Former Observe.AI employees most often move to Five9 (7), Amazon (6), Sanas (6).

What companies were founded by ex-Observe.AI employees?

At least 19 companies have a founder who previously worked at Observe.AI, including Sanas, Orum πŸ₯‡, Osano.

How much traffic does Observe.AI get from search?

Observe.AI attracts about 2,118 organic search visits a month, worth roughly $29K a month in equivalent ad spend.

What skills do people at Observe.AI have?

The most common skills among Observe.AI staff are Python (Programming Language), Leadership, HTML, SQL, C++.

Where is Observe.AI's team located?

Observe.AI staff are concentrated in Karnataka, India (104), California, United States (24), San Francisco Bay Area (16).

How big is Observe.AI's engineering team?

Observe.AI has about 112 people in Engineering, down 38% over the past year, as of September 2026.

How big is Observe.AI's sales team?

Observe.AI has about 29 people in Sales, down 3% over the past year, as of September 2026.

Computed from 229 current and 274 former Observe.AI profiles, as of September 2026. Source: Crustdata.

Build this for any company

Every number on this page came from the Crustdata API. Point the MCP at a company and get the same org chart, alumni list and talent flow in one prompt.

See it Live in ActionRead the API docs