About Tailscale
Tailscale is a company based in Toronto (Canada) founded in 2019 by Avery Pennarun and David Crawshaw.. Tailscale has raised $275 million across 4 funding rounds from investors including Accel, Heavybit and CRV. Tailscale offers products and services including Tailscale VPN, Remote Access, and Site-to-Site Networking. Tailscale operates in a competitive market with competitors including Array Networks, NordVPN, NetMotion, Hola VPN and AnchorFree, among others.
- Headquarter Toronto, Canada
- Founders Avery Pennarun, David Crawshaw
- Stage Minicorn
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Sectors
Technology
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Email
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Phone
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Website
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Social
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- Legal Name Tailscale Inc
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Annual Revenue
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Net Profit
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EBITDA
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Total Equity Funding
$275 M (USD)
in 4 rounds
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Latest Funding Round
$160 M (USD), Series C
Apr 08, 2025
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Investors
Accel
& 6 more
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Employee Count
Employee Count
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Products & Services of Tailscale
Tailscale offers a comprehensive portfolio of products and services, including Tailscale VPN, Remote Access, and Site-to-Site Networking. The company's diverse product and service offerings are designed to meet the evolving needs of its customers, address market demands, and provide comprehensive solutions that drive value creation and customer satisfaction across various segments and use cases.
Secure networking tool for private device connections and access control.
Enables secure remote connections to resources without firewall changes.
Facilitates secure links between networks and clouds for enterprises.
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Funding Insights of Tailscale
Tailscale has successfully raised a total of $275M across 4 strategic funding rounds. The most recent funding activity was a Series C round of $160 million completed in April 2025. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.
- Total Funding Total Funding
- Total Rounds 4
- Last Round Series C — $160.0M
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First Round
First Round
(03 Apr 2020)
- Investors Count 7
| Date | Amount | Transaction Name | Valuation | Lead Investors | Investors |
|---|---|---|---|---|---|
| Apr, 2025 | Amount | Series C - Tailscale | Valuation | Accel | |
| May, 2022 | Amount | Series B - Tailscale | Valuation | CRV , Insight Partners | |
| Nov, 2020 | Amount | Series A - Tailscale | Valuation | Accel |
| Date | Amount | Transaction Name | Valuation | Lead Investors | Investors |
|---|---|---|---|---|---|
| Jul, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Feb, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Jan, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Feb, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
Investors in Tailscale
Tailscale has secured backing from 7 investors, including venture fund, institutional, and angel investors. Prominent investors backing the company include Accel, Heavybit and CRV. This diverse investor base provides strategic capital, industry expertise, and valuable network connections that support the company's growth initiatives, market expansion, and long-term value creation.
| Investor | Description | Founded Year | Domain | Location |
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Accel is recognized as a leading venture capital firm.
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Founded Year | Domain | Location | |
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CRV is recognized as a venture capital firm investing in technology startups.
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Founded Year | Domain | Location | |
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Investment firm scaling software and technology companies from early to late stages.
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Founded Year | Domain | Location |
| Investor | Description | Founded Year | Domain | Location |
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Single family office of Amitabh Bachchan, founder of Amitabh Bachchan Corporation or AB CORP
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Founded Year | Domain | Location | |
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Startup ecosystems are ignited through strategic investments by Signite Partners.
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Founded Year | Domain | Location | |
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Venture capital is directed toward companies in multiple sectors.
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Founded Year | Domain | Location | |
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Venture capital is invested in cybersecurity, fintech, and AI startups.
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Founded Year | Domain | Location |
Investments & Acquisitions by Tailscale
| Company Name | Description | Domain | Location | Founded Year | Amount |
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Bionic investment advisor platform
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2016 | ||||
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Fine Asian gourmet food is offered by an internet-first restaurant.
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2016 | ||||
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Physical e-commerce kiosks are deployed for rural purchases in Indonesia.
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2014 | ||||
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Fine Asian gourmet food is offered by an internet-first restaurant.
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2016 |
Financial Statements - Tailscale
| Date | Amount | Transaction Name | Valuation | Lead Investors | Investors |
|---|---|---|---|---|---|
| Jul, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Feb, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Jan, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
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| Feb, 2021 | Amount | Post-IPO - Grab | Valuation |
investors |
Tailscale Comparisons
Competitors of Tailscale
Tailscale operates in a dynamic and competitive business environment, facing competition from various established players and emerging companies in the market. The competitive landscape includes prominent companies such as Array Networks, NordVPN, NetMotion, Hola VPN and AnchorFree, among others. This competitive environment drives innovation, market differentiation, and strategic positioning as companies strive to capture market share and deliver value to their customers. Understanding the competitive dynamics is crucial for assessing market positioning, identifying growth opportunities, and navigating the challenges inherent in a competitive marketplace.
| Company Name | Domain | Founded year | HQ Location | Description |
|---|---|---|---|---|
| domain | founded_year | HQ Location |
Network Functions Virtualization platform provider
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| domain | founded_year | HQ Location |
Provider of encryption based VPN for secure and anonymous internet activity
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| domain | founded_year | HQ Location |
Mobile security and enterprise VPN solutions are offered by NetMotion.
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| domain | founded_year | HQ Location |
VPN services for private browsing and video acceleration are offered.
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| domain | founded_year | HQ Location |
Secure browsing and online privacy are enabled through VPN services.
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| Company Name | Domain | Founded year | HQ Location | Description |
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| domain | founded_year | HQ Location |
Multiple services are booked via an app-based platform.
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| domain | founded_year | HQ Location |
On-demand services are booked through an app-based platform.
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| domain | founded_year | HQ Location |
App based platform offering on demand delivery and ride-hailing services
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| domain | founded_year | HQ Location |
Operates an on-demand hyperlocal delivery app for food and groceries.
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Latest news on Tailscale
Frequently Asked Questions about Tailscale
When was Tailscale founded?
Tailscale was founded in 2019 and raised its 1st funding round 1 year after it was founded.
Where is Tailscale located?
Tailscale is headquartered in Toronto, Canada. It is registered at Toronto, Ontario, Canada.
Who is the current CEO of Tailscale?
Avery Pennarun is the current CEO of Tailscale. They have also founded this company.
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 Series A of $12M, raised on Apr 03, 2020.
What does Tailscale do?
Tailscale was founded in 2019 in Toronto, Canada, within the cybersecurity sector. Secure VPN solutions are provided using the WireGuard protocol, incorporating multi-factor authentication and single sign-on for access control. Features such as automatic key rotations, point-to-point connections, encryption, and audit-compliant logging are included. The platform is supported on Linux, iOS, Windows, Raspberry Pi, and ARM architectures, enabling operations across diverse environments.
Who are the top competitors of Tailscale?
Tailscale's top competitors include NordVPN, Array Networks and ExpressVPN.
What products or services does Tailscale offer?
Tailscale offers Tailscale VPN, Remote Access, and Site-to-Site Networking.
Who are Tailscale's investors?
Tailscale has 7 investors. Key investors include Accel, Heavybit, CRV, Insight Partners, and Uncork Capital.
What is Tailscale's valuation?
The valuation of Tailscale is $778M as of May 2022.
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