Ottimate

Software DevelopmentSan Francisco, California, United StatesFounded 2014269 employees$165M raised

Ottimate sells AI software that automates accounts payable processes for finance teams. The company has raised $165 million, including a Series B in late 2021, and employs 269 people.

Loop AI
Loop AI is the most common next stop for people leaving Ottimate (15 alumni).
-56%
Open roles are down 56% year over year, at 4 today.
+27%
Operations is Ottimate's fastest-growing team over the past year, now 19 people.
Employees
269
Total raised
$165M
Last: Series B
Open roles
4
-56% vs last year
Site visitors
37K
per month
Alumni founders
4
companies started

The growth story

Ottimate headcount and funding269 people today
269$160M269202120222023202420252026
Data by CrustdataCrustdata

Ottimate grew from 111 to 269 employees between 2021 and 2026, raising $165M along the way, most recently a Series B in November 2021.

About

Ottimate's software uses deep learning AI to automate invoice processing, fraud detection, and payment workflows for finance departments. The product aims to reduce costs and improve cash flow management for its customers.

The company has scaled to 269 employees since its 2014 founding. Its $165 million in funding includes a Series B round led by FTV Capital and Initialized Capital in late 2021.

Founders and leadership

Engineering is Ottimate's largest department with 48 staff. The company has a median employee tenure of 2 years, suggesting moderate turnover.

The Ottimate org chart

Shawn Lane (Chief Executive Officer) leads 60 mapped leaders with 13 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
63+13%
SSales
56-7%
CCustomer Success and Support
31+7%
OOperations
19+27%
PProduct Management
18-5%
BBusiness Development
14+8%
HHuman Resources
13-24%
IInformation Technology
110%
AArts and Design
9+13%
Data by CrustdataCrustdata

Headcount by function: Engineering 63 (+13% YoY), Sales 56 (-7% YoY), Customer Success and Support 31 (+7% YoY), Operations 19 (+27% YoY), Product Management 18 (-5% YoY), Business Development 14 (+8% YoY).

Talent flow

Ottimate recruits heavily from Tata Consultancy Services, Hewlett Packard Enterprise, and Hyland. Alumni frequently move to Loop AI, HealthKey, and Restaurant365.

Where Ottimate people come from, and where they go216 current + 254 former profiles
7 people: Tata Consultancy Services → Ottimate5 people: Hewlett Packard Enterprise → Ottimate5 people: Hyland → Ottimate5 people: Amazon → Ottimate4 people: Uberflip | A PathFactory Company → Ottimate4 people: Visible Alpha → Ottimate4 people: Mindtickle → Ottimate3 people: Fynd → Ottimate15 people: Ottimate → Loop AI4 people: Ottimate → HealthKey (YC W25)3 people: Ottimate → Restaurant3653 people: Ottimate → Fortis2 people: Ottimate → Alloyed2 people: Ottimate → Lula2 people: Ottimate → ButterflyMX2 people: Ottimate → KnowBe4Ottimate269 peopleCAME FROMWENT TOTata Consultancy Se…7 peopleHewlett Packard Ent…5 peopleHyland5 peopleAmazon5 peopleUberflip | A PathFa…4 peopleVisible Alpha4 peopleMindtickle4 peopleFynd3 peopleLoop AI15 peopleHealthKey (YC W25)4 peopleRestaurant3653 peopleFortis3 peopleAlloyed2 peopleLula2 peopleButterflyMX2 peopleKnowBe42 people
Data by CrustdataCrustdata

Most common previous employers of Ottimate staff: Tata Consultancy Services (7), Hewlett Packard Enterprise (5), Hyland (5), Amazon (5), Uberflip | A PathFactory Company (4), Visible Alpha (4). Former Ottimate employees most often moved to Loop AI (15), HealthKey (YC W25) (4), Restaurant365 (3), Fortis (3), Alloyed (2), Lula (2).

Alumni worth knowing

The Ottimate mafia

Ottimate alumni have founded at least 4 companies, including PyjamaHR (23 staff) and HealthKey (10 staff).

Harpreet SinghJosh SabolBill LindseyMichael Durazzo4
founders left Ottimate and started 4 companies, employing 44 people between them

23 employees
Harpreet Singh, was Senior Technical Consultant until 2018
10 employees
Josh Sabol, was Senior Product Manager until 2021
9 employees
Bill Lindsey, was Strategic Advisor until 2018
2 employees
Michael Durazzo, was Sales Development Representative until 2020

Hiring now

Team Lead, OnboardingPayment Solutions & Enablement SpecialistDirector of Financial Planning & Analysis (FP&A)Director of AI Engineering

Web traffic

ottimate.com monthly visitors-43% month over month
17,82141,78065,73837,290202420252026
Data by CrustdataCrustdata

Traffic mix: 50% direct, 33% search, 0% social, 0% paid.

What this company is made of

Headcount by skillwhat people list on their profiles
CCustomer Service
92
LLeadership
83
MMicrosoft Office
81
CCommunication
79
MMicrosoft Excel
69
SSales
66
PProject Management
65
MManagement
63
PPython (Programming Language)
58
SSQL
53
Data by CrustdataCrustdata

Most common skills at Ottimate: Customer Service (92), Leadership (83), Microsoft Office (81), Communication (79), Microsoft Excel (69), Sales (66), Project Management (65), Management (63).

Where the team actually sits

Headcount by regionHQ: San Francisco, California, United States
KKarnataka, India
27
FFlorida, United States
24
JJalisco, Mexico
10
CChihuahua, Mexico
10
CCalifornia, United States
9
TTamil Nadu, India
8
NNew York City Metropolitan Area
7
MMaharashtra, India
6
Data by CrustdataCrustdata

Ottimate people are concentrated in Karnataka, India (27), Florida, United States (24), Jalisco, Mexico (10), Chihuahua, Mexico (10).

Search footprint

Organic clicks
1,176
per month
Traffic worth
$19K
if bought as ads
Ranking keywords
2,264
Ads budget
$24K
per month

Ottimate attracts about 1,176 organic search visits a month, traffic worth roughly $19K a month if bought through ads. It gained 556 ranking keywords and lost 291 in the last period.

What employees say

Compensation
3.30 / 5
Career opportunities
3.20 / 5
Senior management
3.00 / 5
Work-life balance
3.60 / 5

Frequently asked

How many employees does Ottimate have?

Ottimate has 269 employees as of September 2026.

How much has Ottimate raised?

Ottimate has raised $165M in total, most recently a Series B round in November 2021.

Who is the CEO of Ottimate?

Shawn Lane (Chief Executive Officer) sits at the top of Ottimate's reporting structure, with 13 direct reports.

Where does Ottimate hire from?

The most common previous employers of current Ottimate staff are Tata Consultancy Services (7 people), Hewlett Packard Enterprise (5 people), Hyland (5 people).

Where do Ottimate employees go after leaving?

Former Ottimate employees most often move to Loop AI (15), HealthKey (YC W25) (4), Restaurant365 (3).

What companies were founded by ex-Ottimate employees?

At least 4 companies have a founder who previously worked at Ottimate, including PyjamaHR, HealthKey (YC W25), COGS-Well.

How much traffic does Ottimate get from search?

Ottimate attracts about 1,176 organic search visits a month, worth roughly $19K a month in equivalent ad spend.

What skills do people at Ottimate have?

The most common skills among Ottimate staff are Customer Service, Leadership, Microsoft Office, Communication, Microsoft Excel.

Where is Ottimate's team located?

Ottimate staff are concentrated in Karnataka, India (27), Florida, United States (24), Jalisco, Mexico (10).

How big is Ottimate's engineering team?

Ottimate has about 63 people in Engineering, up 13% over the past year, as of September 2026.

How big is Ottimate's sales team?

Ottimate has about 56 people in Sales, down 7% over the past year, as of September 2026.

Computed from 216 current and 254 former Ottimate profiles, as of September 2026. Source: Crustdata.

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