When was Espresso Capital founded?

Espresso Capital was founded in 2009.

Where is Espresso Capital's headquarters located?

Espresso Capital's headquarters is located in Toronto (Canada).

How many companies has Espresso Capital invested in?

Espresso Capital has invested in 73 companies, including Headout & Blueshift.

Which companies has Espresso Capital invested in lately?

Thentia & Teampay are the latest investments by Espresso Capital.

What sectors does Espresso Capital focus on for investments?

Top sectors in Espresso Capital's portfolio are Enterprise Applications (52 investments) and Retail (10 investments).

How many exits has Espresso Capital been involved in?

Espresso Capital's portfolio has seen 1 IPO and 23 acquisitions.

Espresso Capital - 2026 Investor Profile, Portfolio, Team & Investment Trends

Q: How big is Espresso Capital's investment team?

Espresso Capital has a team of 6.

1. Headout

Provider of app-based tours and activities booking platform. Travelers are allowed to book the tours through the platform by making an online payment. It also provides last-minute availability and discounts on bookings.

Key facts about Headout

Founded Year: 2014
Location: New York City (United States)
Stage: Series B
Total Funding till date: $70.5M
Employee Count: 780 as on Jul 31, 2026
Investors: Glade Brook Capital, Evolvence Equity Partners and 36 Others
Latest Funding Round: Series B, Feb 02, 2022, $*****
Highlight: Editors' Pick

2. Blueshift

AI-enabled marketing automation platform. It uses its patented AI technology to unify, inform, and activate the fullness of customer data across all channels and applications. It helps marketers to customize the messages based on customers interests, purchase patterns, and browsing behavior, enabling digital marketers to create personalized triggered messaging based on user actions and user attributes. BBC, Zumper, Udacity, and ClearScore are part of the clientele.

Key facts about Blueshift

Founded Year: 2014
Location: San Francisco (United States)
Stage: Acquired
Total Funding till date: $57.6M
Employee Count: 81 as on Jul 31, 2026
Investors: Runway Growth Capital, Alisio DWC and 17 Others
Latest Funding Round: Venture Debt, Jan 16, 2024, $*****
Highlight: Acquired

3. Procurify

Developer of procurement software for managing organizational spend and workflows. This platform automates the full purchasing lifecycle, including intake, approval routing, purchase order generation, invoice matching, and payment processing. It integrates with financial systems to provide real-time visibility into expenditures and budget tracking. The software utilizes automated agents to draft requests, code invoices, and perform three-way matching based on organizational data. Finance and operations teams use these tools to enforce spending policies, maintain audit trails, and reduce manual administrative tasks throughout the procurement process.

Key facts about Procurify

Founded Year: 2012
Location: Vancouver (Canada)
Stage: Series C
Total Funding till date: $82.5M
Employee Count: 169 as on May 31, 2026
Investors: HarbourVest Partners, Information Venture Partners and 22 Others
Latest Funding Round: Venture Debt, Nov 04, 2024, $*****
Highlight: Editors' Pick

4. VBrick Systems

Video over IP solutions for enterprises. The solution works over standard IP networks and the internet to enable the creation, publishing, and distribution of media content. Live and on-demand video applications include meeting and event broadcasts, employee collaboration, distributed learning, digital signage, TV distribution, and video surveillance. The solution is used by educational institutions, corporates, and government entities.

Key facts about VBrick Systems

Founded Year: 1998
Location: Herndon (United States)
Stage: Series F
Total Funding till date: $48.5M
Employee Count: 267 as on Jul 31, 2026
Investors: Espresso Capital, Canadian Imperial Bank of Commerce and 8 Others
Latest Funding Round: Venture Debt, 2022, $*****
Highlight: Editors' Pick

5. Fullscript

Fullscript is a software platform for dispensing professional-grade nutraceuticals and supplements. It allows health practitioners to prescribe and dispense supplements (online or in person.) from a catalog of health products from different professional brands. Also, allows them to send personalized product recommendations directly to patients via email or SMS. The system can also be integrated with the users existing EHR system for data access.

Key facts about Fullscript

Founded Year: 1995
Location: Ottawa (Canada)
Stage: Series B
Total Funding till date: $267M
Employee Count: 792 as on Jul 31, 2026
Investors: Leonard Green and Partners, Snapdragon Capital Partners and 9 Others
Latest Funding Round: PE, May 05, 2025, $*****
Highlight: Editors' Pick

View the full list of portfolio companies

Espresso Capital has invested in 73 companies over the last 14 years, with an average of 5 new investments annually in the last 10 years. Its most recent first time investment was in Teampay and most recent follow-on round was in Thentia.

Here are Espresso Capital's Year-on-Year Investment Trends:

Year	No. of Investments
Year	1^st Round	Follow-on	Total
2026 (YTD)	0	0	0
2025	0	0	0
2024	0	1	1
2023	0	0	0
2022	21	1	22
2021	13	2	15
2020	5	0	5
2019	6	0	6
2018	4	0	4

View all investments by Espresso Capital

Espresso Capital has made 27 investments in Venture Debt stage with an average round size of $8.85M, 12 investments in Conventional Debt stage with an average round size of $9.28M and 4 investments in Series B stage with an average round size of $18.9M.

Here are Espresso Capital's investments by stage:

Stage of entry	No. of Investments
Venture Debt	27
Conventional Debt	12
Series B	4
Series C	3
Convertible Debt	2
Others	2

Note: We have considered here, only first round of investments

View all investments by Espresso Capital

Espresso Capital has a diverse portfolio, with companies operating in the Enterprise Applications, Vertical SaaS, Consumer, FinTech and High Tech. Notably, it has invested in 65 Tech companies, 60 Enterprise (B2B) companies, 51 Software companies and at least 39 companies focusing on Saas.

Here are Espresso Capital's investments by sector:

Sector	No. of Investments
Enterprise Applications	35
Vertical SaaS	14
Consumer	9
FinTech	8
High Tech	6
Others	37

Note: We have considered here, only first round of investments

View all investments by Espresso Capital

Espresso Capital has made most investments in United States (37), followed by Canada where it has made 9 investments.

Here are Espresso Capital's investments by geography:

Country	No. of Investments
United States	37
Canada	9
United Kingdom	3

Note: We have considered here, only first round of investments

View all investments by Espresso Capital

Espresso Capital has not made any investment in 2026 so far.

Here are the most recent investments by Espresso Capital:

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Date	Company	Location	Round Details	Round Amount	Co-Investors
Jan 29, 2024	Thentia	Canada	Series B	9541	First Ascent Ventures [+2]
Nov 30, 2022	Teampay	United States	Series B	2391	Fin Capital [+3]
Oct 14, 2022	AppOrchid	United States	Conventional Debt	6118	-
Oct 03, 2022	Innovapptive	United States	Conventional Debt	9532	-
2022	RedAwning	United States	Venture Debt	3706	-

See more recent investments made by Espresso Capital

1 of Espresso Capital's portfolio company became public - POET Technologies. It got listed on the National Association of Securities Dealers Automated Quotations (NASDAQ), in Dec 2000.

Here are Espresso Capital's portfolio companies that went public:

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Company	IPO Date	First Invested on	First Round of Investment	Round Size
POET Technologies	Dec 07, 2000	-	-	6888

View more details about public companies in Espresso Capital's portfolio

23 companies from Espresso Capital's portfolio have been acquired. The most recent acquisition was Blueshift in Jun 2026 by BlueConic for $*****.

Here are Espresso Capital's portfolio companies that got acquired most recently:

Filter this list

Company	Acquisition Date	First Invested on	First Round of Investment	Round Size
Blueshift	Jun 17, 2026	-	-	6878
Shiftboard	Jun 02, 2025	Mar 09, 2021	Convertible Debt	6505
GroupBy	Feb 13, 2025	-	-	4760
Transifex	Jan 28, 2025	May 26, 2022	Venture Debt	4964
Explorance	Nov 13, 2024	-	-	3931

View all acquired companies in Espresso Capital's portfolio

Espresso Capital has a team of 6 members including 2 Partners located in United States and Canada.

View team details of Espresso Capital

Over the past 14 years, 251 investors have co-invested in Espresso Capital's portfolio companies. This includes funds and angels.

Invested before Espresso Capital: Point Nine, SVB and 208 others have invested in rounds before Espresso Capital. There are 3 companies where Point Nine has invested before Espresso Capital and 3 companies where SVB has invested before Espresso Capital.
Top Co-investors of Espresso Capital: 11 investors entered a company along with Espresso Capital. These include investors like Glade Brook Capital (1 company).
Invested after Espresso Capital: A total of 30 investors have invested in Espresso Capital's portfolio after their investments. Top Investors include Canadian Imperial Bank of Commerce (4 companies) and Sri Harsha Majety (1 company).