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Tailscale

Tailscale

Private
TorontoCybersecurityhttps://tailscale.com

Last Round

Series C

Apr 8, 2025

Est. Valuation

$1.5B

Total Funding Raised

$275M

Momentum

Top 5%

of companies Caplight tracks

Company Overview

Tailscale operates in Cybersecurity and is based in Toronto. Its latest recorded funding round was a Series C round in April 2025.

Tailscale is a cybersecurity company that offers a corporate virtual private network (VPN) designed for secure, low-latency connections among teams of any size, featuring quick setup and integration with existing identity providers.

Sector

Cybersecurity

Verticals

Zero Trust, Cloud Security, Identity & Access, Network Security, Cloud Infrastructure

Business Model

B2B

Customer Profile

Subscription SaaS, Freemium

AI Layer

Application

Historical Pricing

Historical view of private secondary pricing and transaction trends.

Pricing history

Caplight clients see full MarketPrice™ history and secondary transactions.

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Caplight Momentum Score

Proprietary index based on bid/ask volume and sentiment.

Momentum history

Caplight clients track how buyer interest and sentiment change over time.

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Tailscale Comparables

Compare Tailscale with similar companies based on industry and business-model similarity.

Tailscale comparables — related companies by embedding similarity
CompanySimilarityMarket Cap
Twingate
85%
Teleport
83%
NetBird
81%
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Tailscale Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
Series CApr 8, 2025
Series BMay 4, 2022
Series ANov 10, 2020
SeedApr 2, 2020
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Secondary Market Activity

Bids, offers, and trades by month

Data table
OperationDatePriceSizeShare ClassStructure
BID

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Key People

Founding team and executive leadership

Avery Pennarun

Co-founder and CEO

Founding Team

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Tailscale Investors

Notable investors and investment history

Tailscale investors
InvestorRounds
Uncork CapitalSeries C, Series A, Series B, Seed
TenOneTen VenturesSeries A
GaingelsSeries B
HeavybitSeries C, Series A, Series B, Seed
CRVSeries C, Series B
Insight PartnersSeries C, Series B
AccelSeries B, Series C, Series A
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Market signals

Structured signals derived from secondary market and firmographic data.

  • Jul 31, 2026

    Launched 'Tailscale PAM', a privileged access management product.

  • Jul 31, 2026

    Announced 'Aperture', an AI connectivity gateway product.

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Recent news

Latest coverage and updates

  • launchesNov 4, 2026

    Tailscale releases Services, which gives Docker containers HTTPS names on a tailnet without requiring a reverse proxy or a sidecar per container.

  • has_issues_withOct 28, 2026

    Tailscale patches critical vulnerabilities in its built-in SSH server that allow compromised nodes to escalate privileges and gain root access to other servers on Oct 27th '26.

  • launchesOct 28, 2026

    Tailscale releases version 1.104.4 on Oct 28th '26 to fix flaws in its built-in SSH server that could let attackers reach services and files on other servers reserved for the root user.

  • has_issues_withOct 27, 2026

    On Oct 27th '26, Tailscale is getting ready to ship a client update addressing privilege escalation weaknesses in Tailscale SSH, whose details are public before fixes are available.

  • has_issues_withOct 27, 2026

    Tailscale has issues with Tailworm, a cluster of 11 vulnerabilities affecting released Tailscale builds and self-hosted headscale that can enable credential theft, crashes or resource exhaustion, and root-privilege escalation, and it races to patch them in Oct '26.

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Tailscale Filings

Explore SEC and related filing metadata, where available.

Tailscale filings preview — column headings only; records require access
TypeDateAmount OfferedAmount SoldFilingPagesDownload

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Frequently Asked Questions

Common questions about Tailscale's valuation, stock price, and market status.

Is Tailscale a public or private company?

Tailscale is a private company.

What is the current stock price of Tailscale?

Tailscale is a private company, so its shares have no public market price. Caplight tracks Tailscale's secondary market activity and provides MarketPrice™ estimates of its share price to Caplight users.

How much is Tailscale worth (valuation)?

Tailscale's valuation is estimated at $1.5B based on funding round data.

Can I buy Tailscale stock?

Tailscale shares may be available on secondary markets subject to transfer restrictions. Caplight facilitates secondary market transactions for accredited investors.

When was Tailscale's last funding round?

Tailscale's most recent funding round was Series C on April 8, 2025.

Who are the main investors in Tailscale?

Key investors in Tailscale include Heavybit, CRV, Insight Partners, Accel.

Will Tailscale IPO soon?

No public IPO plans have been announced for Tailscale.

How can I track Tailscale secondary market activity?

Caplight tracks bids, offers, and trades in Tailscale's shares on secondary markets.

Firmographic Details

HeadquartersToronto
Employee Range280
Year Founded2019
Last FundingApr 8, 2025

Institutional Data Access

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