When was Espressive founded?

Espressive was founded in 2017 and raised its 1st funding round 1 year after it was founded.

Where is Espressive located?

Espressive is headquartered in Santa Clara, United States. It is registered at Santa Clara, California.

Who is the current CEO of Espressive?

Pat Calhoun of Espressive. They have also founded 1 company.

How many employees does Espressive have?

As of May 31, 2026, the latest employee count at Espressive is 32.

Is Espressive a funded company?

Espressive is a funded company, having raised a total of $53M across 2 funding rounds to date. The company's 1st funding round was a $***** Series A round, raised on Jul 31, 2018.

When was the latest funding round of Espressive?

Espressive's latest funding was a $***** Series B round on Mar 25, 2020, with participation from 3 investors.

Where does Espressive rank among its competitors?

Espressive ranks 73rd amongst 2302 active competitors, of which 199 are funded. It stands 9th in terms of total funding among its competitors. The most recent competitor to raise funding was Intercom, which secured $250M in Mar, 2026.

Who are the top competitors of Espressive?

Espressive's top competitors include Zendesk, Freshworks and RingCentral. Among them, Intercom secured the most recent funding round in March, 2026.

Espressive - 2026 Company Profile, Team, Funding & Competitors

Company Details

Espressive is a provider of an AI-based chatbot offering virtual assistance to employees. It offers an AI-based virtual support agent (VSA) that uses advanced NLP and conversational AI to automate resolution of employee questions, issues, and requests with personalized responses that solve employees help tickets. The features of the software include email list management, application migration, etc.

Website: espressive.com
Social
Email ID: *****@espressive.com, *****@espressive.com, *****@espressive.com
Phone Number: +1 **********
Registered Address: Santa Clara, California

Key Metrics

Founded Year

2017

Location

Santa Clara, United States

Stage

Acquired

Total Funding

$53M in 2 rounds

Latest Funding Round

Series B, Mar 25, 2020, $*****

Investors

Insight Partners & 3 more

Ranked

73^rd among 2302 active competitors

Employee Count

32 as on May 31, 2026

Similar Companies

Moveworks & 703 more

Exit Details

Acquired by Resolve (Sep 10, 2025)

View Espressive's full profile

Espressive is associated with 1 legal entity given below:

Legal Entity Name	Date of Incorporation	Revenue	Latest Employee Count	Documents
ESPRESSIVE, INC CIN: 814034137 , United States, Active	Dec 26, 999	-	26 (As on Dec 31, 2024)	-

Espressive got acquired by Resolve on Sep 10, 2025.

Click here to take a look at Espressive's acquisition in detail

Espressive has raised a total funding of $53M over 2 rounds. Its first funding round was on Jul 31, 2018. Its latest funding round was a Series B round on Mar 25, 2020 for $*****. 3 investors participated in its latest round. Espressive has 4 institutional investors.

Here is the list of recent funding rounds of Espressive:

Date of Funding	Funding Amount	Round Name	Post-Money Valuation	Revenue Multiple	Lead Investors	Other Investors
Mar 25, 2020	5183711	Series B	6756137	2691888	4461546	3797206
Jul 31, 2018	9491187	Series A	7038326	5222180	General Catalyst & 1 more	3753656

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View details of Espressive's funding rounds and investors

The founders of Espressive is Pat Calhoun. Pat Calhoun is the CEO of Espressive.

Here are the details of Espressive's key team members:

Pat Calhoun: Founder & CEO of Espressive.

View details of Espressive's Founder profiles and Board Members

Espressive's employee count trend

Espressive has 32 employees as of May 26. Here is Espressive's employee count trend over the years:

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Top competitors of Espressive include Zendesk, Freshworks and RingCentral. Here is the list of Top 10 competitors of Espressive, ranked by Tracxn score:

Rank	Company Details	Short Description	Total Funding	Investors	Tracxn Score
1st	Zendesk 2007, San Francisco (United States), Acquired	Cloud based customer service and engagement platform for businesses	$89.1M	Redpoint Ventures, Goldman Sachs & 21 others	84/100
2nd	Freshworks 2010, Chennai (India), Public	Provider of IT service management and customer support solutions	$400M	Accel, Tiger Global Management & 8 others	84/100
3rd	RingCentral 1999, Belmont (United States), Acquired	Cloud based platform offering unified communication solutions	$44M	IVP, Tiger Global Management & 59 others	82/100
4th	Sinch 2008, Stockholm (Sweden), Public	Provider of customer communications management platform	$12M	SoftBank Group, EDBI & 8 others	80/100
5th	Intercom 2011, San Francisco (United States), Series D	Provider of a customer service and support platform offering AI-powered solutions for managing customer interactions	$242M	Kleiner Perkins, 500 Global & 41 others	76/100
6th	Genesys 1990, Menlo Park (United States), Acquired	Provider of cloud-based platform for customer experience and workforce engagement	$2.98B	Hellman & Friedman, ServiceNow & 18 others	80/100
7th	Dialpad 2011, San Ramon (United States), Series F	Provider of AI-powered contact center and unified communications platform solutions	$476M	Google Ventures, ICONIQ Growth & 43 others	79/100
8th	Twilio 2008, San Francisco (United States), Public	Cloud based omnichannel communication and customer engagement platform	$240M	Fidelity Investments, T. Rowe Price & 40 others	78/100
9th	Aircall 2014, New York (United States), Series D	Provider of cloud-based platform for business communication and customer engagement	$226M	Balderton Capital, EFounders & 34 others	78/100
10th	Exotel 2011, Bengaluru (India), Series D	Provider of cloud-based communication platform offering AI-powered customer engagement solutions	$97.7M	A91 Partners, Steadview & 64 others	77/100
73rd	Espressive 2017, Santa Clara (United States), Acquired	Provider of an AI-based chatbot offering virtual assistance to employees	$53M	General Catalyst, Wing Venture Capital & 2 others	46/100