The 2025 SaaS Trends Report:Uncover the top purchases, pricing trends, and AI's impact  
The 2025 SaaS Trends Report: Uncover the top SaaS purchases, pricing trends, and AI's impact on software buying
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Tailscale

Tailscale is a zero config VPN for building secure networks. Install on any device in minutes. Remote access from any network or physical location.

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How much does Tailscale cost?

Median contract value
$21,000
per year
Based on data from 61 purchases, with buyers saving 16% on average.
Median: $21,000
$8,165
$108,000
LowHigh
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AI Quote Analysis

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How does Tailscale price and package their products?
View pricing on Tailscale's website
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Personal
$0Pricing ModelPer user/monthBillingMonthlyTerm LengthIndefinitePopular FeaturesFree VPN access for personal useAdd-OnsNetwork Flow Log Streaming

Compare prices for similar companies

Supplier
Tailscale
Teleport
Median Contract Value$21,000$42,029
Avg Savings15.53%29.2%

Other companies you may be interested in

Negotiating with Tailscale

Negotiation Tips

This tactic involves leveraging competing offers during negotiations to secure a better price. By presenting a credible quote from another supplier, you can pressure Tailscale to lower their price or enhance their offer. Be clear about your budget constraints and how the competitive quotes are influencing your decision.
Emphasize the growth potential within your organization as a basis for negotiating lower rates with Tailscale. The more users you plan to onboard, the stronger your case for a discount due to economies of scale. Stress the need for favorable pricing to accommodate this growth.
Focus on getting a one-time discount to lower your initial costs without committing to a high pricing level. Tailscale may be willing to offer a discount if it helps secure a long-term partnership and satisfy budget requirements. Ensure you clarify that this isn't just a one-time offer but a necessity for your budget.
Address any potential overage charges during your discussions. If you anticipate exceeding usage limits, negotiate to have these fees waived or reduced. Provide data from your usage history to demonstrate that the growth will not be excessive or that your usage can be better planned moving forward.
Highlight the need to remove auto-renewal clauses as a safeguard for your organization. Making it clear that your finance team will not approve purchases that lock the company into contracts without re-evaluation provides leverage for renegotiating terms.

Considerations when buying Tailscale

OwnershipTailscale is a privately held company.
Fiscal year endDecember 31
Best months to buyDecember, January, March
Payment TermsMonthly billing, Annual billing options available upon request
Upgrades/downgradesYes, Tailscale offers both upgrades and downgrades for its services, making it easy for users to adjust their resources as their needs change.
Redline thresholdRedline threshold estimate is $50k.

Vendr community insights for Tailscale

What real buyers recommend in the negotiation process

Company with 201-1000 employeesThis month
We were in a competitive analysis between Tailscale and Teleport. We used signing by end of month in order to secure a 30% discount.
Company with 201-1000 employeesThis quarter
We looked at switching to Tailscale from the free version of Teleport once they moved everyone to a paid license. It's a great alternative but we needed a few functionality pieces that Tailscale couldn't provide.
Company with 201-1000 employeesThis quarter
Tailscale prices per active users which helps keep costs down. It's a third of the price of Teleport.
Company with 201-1000 employeesThis quarter
Tailscale's plans are based on active users rather than per seat. With annual plans you are buying a pool of credits for the year based on your expected users. Each month they look at how many active users you had the prior month and will deduct the monthly fees from your annual credit pool. If you anticipate growth during the term it is more beneficial to build some into your annual credit pol upfront.
Company with 201-1000 employeesThis quarter
Tailscale reaches out when you are at 80% of your credits for the year so you can avoid on demand charges. At this point you the option to add additional usage in an amendment or renew early.
Company with 201-1000 employeesThis quarter
We were looking at a new purchase of Tailscale. We leveraged the anticipated growth and timing of signature (end of October) to secure a ~39% discount for a 12 month term on Enterprise.
Company with 201-1000 employeesThis year
We were evaluating Tailscale to replace Teleport but they do not have the Just In Time features we need.
Company with 201-1000 employeesThis year
Tailscale is an alternative to Teleport without as many bells and whistles. They have a Slack integration but would have to have a 3rd party webhook to get Teams notifications for their JustInTime features.
Company with 201-1000 employeesThis year
We were looking to increase our number of credits as we were about to run out, as well as add a new product to our contract. We were able to leverage a quick turnaround in exchange for an additional 17% discount on top of the already 30% discount that was in place from our current contract.
Company with 201-1000 employeesThis year
We were able to leverage a quick turnaround to signature in exchange for an additional 17% discount on top of the already 30% discount that was in place from their current contract on a mid contract upgrade. We were adding on more credits as we were about to run out.
Company with 201-1000 employeesThis year
We wanted one of the features included in the enterprise tier, and found out that Tailscale will add features a la carte for $3/user. We were able to add this feature for no cost by agreeing to participate in a case study. We captured additional savings by moving from a month-to-month to an annual plan.
Company with 201-1000 employeesA while ago
Tailscale has a new pricing system that relies on credits rather than users. This can allow for flexibility within teams that require more fluidity for their usage.
Company with 201-1000 employeesA while ago
We were able to reduce our rate from $18 to $15pu/pm on Premium due to the increase of users over the 12 month term. Net 30 payments
Company with 201-1000 employeesA while ago
We were able to get pricing per user/month reduced from $18 to ~$10.50 on a 1 year term on their new Premium plan, which was the closest option to the Business plan we were on. We were also able to get Net 45 payment terms approved giving us more flexibility.
Company with 201-1000 employeesA while ago
Tailscale changed their model from users to credits whereas the credits are reduced based on the active users each month. Be advised that the credits do not roll over and its important to get a usage report to stay conservative when purchasing the credits. We were able to recognize savings due to not all users being active each month and therefore allowing for savings even with a slightly higher cost per credit as compared to cost be user previously

Additional Info

What is Tailscale?

Tailscale is a zero config VPN for building secure networks. Install on any device in minutes. Remote access from any network or physical location.
Tailscale's 1 Product
Tailscale
Tailscale is a zero config VPN for building secure networks. Install on any device in minutes. Remote access from any network or physical location.

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Annual penetration tests

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