When was Tailscale founded?

Tailscale was founded in 2019 and became a unicorn in 2022, reaching the milestone in 3 years. It raised its 1st funding round 1 year after its incorporation.

Where is Tailscale located?

Tailscale is headquartered in Toronto, Canada. It is registered at 50 Lynn Williams Street, Toronto.

Who is the current CEO of Tailscale?

Avery Pennarun of Tailscale. They have also founded 1 company and are an angel investors in 1 startup.

Which legal entities is Tailscale associated with?

Tailscale is associated with Tailscale Inc..

How many employees does Tailscale have?

As of Mar 31, 2026, the latest employee count at Tailscale is 304.

Is Tailscale a funded company?

Tailscale is a funded company, having raised a total of $275M across 4 funding rounds to date. The company's 1st funding round was a $3M Seed round, raised on Apr 03, 2020.

How much is Tailscale worth?

The latest valuation of Tailscale is $778M as of May 04, 2022.

When was the latest funding round of Tailscale?

Tailscale's latest funding was a $160M Series C round on Apr 08, 2025, with participation from 8 investors.

Is Tailscale a Enterprise Networking company?

The primary sectors of Tailscale are Enterprise Networking and Cybersecurity.

Where does Tailscale rank among its competitors?

Tailscale ranks 1st amongst 1086 active competitors, of which 23 are funded. It stands 2nd in terms of total funding among its competitors. The most recent competitor to raise funding was Tailscale, which secured $160M in Apr, 2025.

Who are the top competitors of Tailscale?

Tailscale's top competitors include NordVPN, ProtonVPN and Hola VPN. Among them, Tailscale secured the most recent funding round in April, 2025.

Tailscale - 2026 Company Profile, Team, Funding & Competitors

Tailscale is a series C company based in Toronto (Canada), founded in 2019 by Avery Pennarun, David Crawshaw and David Carney. It operates as a VPN solutions based on wireguard protocol. Tailscale has raised $275M in funding from investors like Accel, Insight Partners and CRV, with a current valuation of $778M. The company has 1086 active competitors, including 23 funded and 27 that have exited. Its top competitors include companies like NordVPN, ProtonVPN and Hola VPN.

Company Details

VPN solutions based on wireguard protocol. The product uses multi-factor identification and single-sign-on technology for secure authentication. The features of the product include automatic key rotations, point-to-point connections, encryption, audit-compliant logging, etc. The product is available for Linux, iOS, Windows, Raspberry Pi and ARM.

Website: tailscale.com
Social
Email ID: *****@tailscale.com
Phone Number: +1 **********
Registered Address: 50 Lynn Williams Street, Toronto

Key Metrics

Founded Year

2019

Location

Toronto, Canada

Stage

Series C

Total Funding

$275M in 4 rounds

Latest Funding Round

Series C, Apr 08, 2025, $160M

Post Money Valuation

$778M as on May 04, 2022

Investors

Accel & 12 more

Ranked

1^st among 1086 active competitors

Employee Count

304 as on Mar 31, 2026

Investment & Acquisitions

Border0

Similar Companies

ProtonVPN & 1240 more

View Tailscale's full profile

Tailscale is associated with 1 legal entity given below:

Legal Entity Name	Date of Incorporation	Revenue	Latest Employee Count	Documents
Tailscale Inc. CIN: 11315595 , Canada, Active	Mar 23, 2019	-	-	-

Tailscale has raised a total funding of $275M over 4 rounds. Its first funding round was on Apr 03, 2020. Its latest funding round was a Series C round on Apr 08, 2025 for $160M. 8 investors participated in its latest round. Tailscale has 11 institutional investors and 2 angel investors.

Here is the list of recent funding rounds of Tailscale:

Filter this list

Date of Funding	Funding Amount	Round Name	Post-Money Valuation	Revenue Multiple	Lead Investors	Other Investors
Apr 08, 2025	$160M	Series C	-	-	Accel	CRV, Insight Partners, Heavybit, Uncork Capital, George Kurtz, Anthony Casalena, Sparkwave Capital
May 04, 2022	$100M	Series B	$778M	-	CRV, Insight Partners	Accel, Heavybit, Uncork Capital
Nov 10, 2020	$12M	Series A	-	-	Accel	Heavybit, Uncork Capital

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View details of Tailscale's funding rounds and investors

The founders of Tailscale are Avery Pennarun, David Crawshaw and David Carney. Avery Pennarun is the CEO of Tailscale.

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

Avery Pennarun: Co-founder and CEO of Tailscale. They are also an angel investor in 1 startup.
David Crawshaw: Co-Founder of Tailscale. They serve on the board of 1 company.
Contact Info: 1 email address
David Carney: Co-Founder of Tailscale.

Tailscale's Board of Directors

Tailscale's board has 2 active members. David Crawshaw and David Carney are independent board members.

Here is the list of Tailscale's board of directors:

Name	Type	Representing	Status	Duration
David Crawshaw	Independent board member	-	Current	7y 0m
David Carney	Independent board member	-	Current	7y 0m

View details of Tailscale's Founder profiles and Board Members

Tailscale's employee count trend

Tailscale has 304 employees as of Mar 26. Here is Tailscale's employee count trend over the years:

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Top competitors of Tailscale include NordVPN, ProtonVPN and Hola VPN. Here is the list of Top 10 competitors of Tailscale, ranked by Tracxn score:

Rank	Company Details	Short Description	Total Funding	Investors	Tracxn Score
1st	Tailscale 2019, Toronto (Canada), Series C	VPN solutions based on wireguard protocol	$275M	Summit Partners, Insight Partners & 11 others	74/100
2nd	NordVPN 2012, New York City (United States), Series C	Provider of encryption based VPN for secure and anonymous internet activity	$100M	Novator Partners, General Catalyst & 5 others	71/100
3rd	ProtonVPN 2016, Geneva (Switzerland), Unfunded	Encryption & Tor server based secure VPN solution for individual & professionals	-	-	61/100
4th	Hola VPN 2007, Netanya (Israel), Series C	Provider of VPN based private & secure browsing and video CDN	$34M	Horizons Ventures, IRIS & 14 others	61/100
5th	Surfshark 2018, United Kingdom, Unfunded	VPN solution for online security	-	-	60/100
6th	OpenVPN 2002, Pleasanton (United States), Seed	Secure networking solutions for businesses with zero trust VPN technology	-	-	60/100
7th	Express Vpn 2009, Milton Keynes (United Kingdom), Acquired	Provider of SaaS based personal VPN	-	-	59/100
8th	AnchorFree 2005, Redwood City (United States), Series E	VPN based secure browsing & online privcay	$358M	WndrCo, Goldman Sachs & 7 others	58/100
9th	Kape 2003, London (United Kingdom), Public	Provider of personal VPN security solution for secure internet access	-	Origin Capital	57/100
10th	IPVanish 1999, Orlando (United States), Unfunded	Provider of VPN service and geo unblocking for secure and anonymous browsing	-	-	56/100