Tailscale stock
Private-market facts for current and former Tailscale employees researching their stock.
Overview
Mesh VPN service built on WireGuard that creates secure private networks between devices and servers without complex configuration or infrastructure changes.
Tailscale outlook
For employees evaluating Tailscale equity, a 1x base multiple suggests the stock may be close to fairly valued at current prices. The upside scenario at 2x is relatively close to the base case, suggesting more predictable but narrower range of outcomes.
These estimates reflect modeled return scenarios, not guaranteed outcomes. Actual results depend on company performance, market conditions, share class, and timing.
Selling Tailscale shares
Why shareholders consider selling
Shareholders in Tailscale may explore liquidity for a number of reasons — diversifying a concentrated position, funding a personal financial goal, or simply reducing exposure to a single private holding. As a private company, Tailscale does not trade on a public exchange, meaning employees and early shareholders cannot simply sell through a brokerage. Extended private timelines can leave shareholders waiting years for an exit event, which is why some choose to explore secondary-market options.
Can you sell Tailscale stock?
Whether a shareholder can sell typically depends on what they hold and how it was acquired. Vested and exercised shares are generally more straightforward than unexercised options or unvested RSUs. Most private companies, including those in the Enterprise Software sector, impose transfer restrictions such as rights of first refusal or board approval requirements. The specific terms governing Tailscale shares would be outlined in the holder's equity agreement or the company's governing documents.
What affects the value of Tailscale shares?
The price a buyer is willing to pay for private shares is shaped by several factors: overall demand for the stock, the company's financial performance, broader Enterprise Software market conditions, and any recent private-market transaction activity. Data points such as the company's Series C round and its reported $1B valuation can help frame expectations, though they do not guarantee a transaction price.
What should holders check before selling
- The type of security held (common shares, preferred, options, RSUs)
- Whether the equity is fully vested and, for options, whether it has been exercised
- Any transfer restrictions, lock-up provisions, or company approval requirements
- Estimated net proceeds after applicable taxes and transaction fees
- Whether partial liquidity — selling a portion rather than the full position — may be a better fit
Tools for Tailscale shareholders
Exploring equity in Tailscale often raises questions about taxes, exercise timing, valuation, and exit outcomes. These tools can help you model different decisions using your own assumptions.
Latest funding round
Tailscale most recently raised a Series C round in January 2025. The company was valued at $1B. Total funding raised to date is approximately $415M.
Lead investors in this round include Accel and CRV.
Founders & company background
Tailscale was founded in 2019 by Avery Pennarun, David Crawshaw, David Carney, Brad Fitzpatrick and is headquartered in Toronto, Canada.
Investors
Industry
Similar private companies
Latest Tailscale news
Frequently asked questions
- Is Tailscale still a private company?
- Yes, Tailscale is currently a private company.
- What is Tailscale's latest funding round?
- Tailscale's most recent known round is Series C, raised in January 2025.
- What is Tailscale's valuation?
- Tailscale's latest reported valuation is $1B.
- Who are the investors in Tailscale?
- Notable investors include Accel, CRV, Insight Partners.
- Can I sell my Tailscale stock?
- Private company shares can sometimes be sold on secondary markets. Speaking with a specialist who understands Tailscale stock can help you evaluate your options.
Related pages
Last verified: 2026-04-13 · Tailscale data compiled from funding disclosures, investor announcements, corporate filings, and public records.
Information on this page is compiled from publicly available sources and may be outdated or incomplete. This is not investment advice. Consult a qualified advisor before making financial decisions.