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EverTLS vs Certify The Web vs win-acme

Published 24 October 2026 · EverTLS

Three popular ways to automate certificates on Windows, built on different ideas: a free per-server client, a per-server app with a hub, and a central service with agents. Here’s how they compare and which fits when.

We make EverTLS, so read this with that in mind. We’ve kept to what each project says on its own website as of October 2026; check their pages for anything that matters to your decision.

Three different approaches

At a glance

win-acmeCertify The WebEverTLS
What it isCommand-line client per Windows serverWindows app (GUI) per server; agent for Linux and macOSCentral dashboard + agents for Linux and Windows
PriceFree, open sourceFree evaluation; from $59 a year for 1 server, $149 for up to 3, $649 for up to 50, $1,999 for up to 250Free for 2 certificates; Pro $29 a month (50 certificates), Business $149 a month (250)
Priced by—ServerCertificate (agents unlimited on paid plans)
Central view of many serversNo, per serverManagement Hub, in bundles of 10+ serversYes, built in
IIS and the Windows certificate storeYesYesYes
IIS Centralized Certificate StoreYes (“IIS Central Store”)See vendorYes
Linux web serversNoVia the management agentnginx, Apache, HAProxy, PEM and PFX files
DNS validationPlugins for many providersMany providers190+ providers, CNAME delegation, or a key kept on the agent
Team, roles, SSO, audit logNoSee vendorYes (SSO on Business)
Alerts and monitoringEmailSee vendorEmail, Slack, Teams, webhooks; endpoint monitoring

Prices in US dollars as listed by each vendor in October 2026. “See vendor” means we couldn’t confirm it from their own pages.

Which one should you use?

win-acme

A great choice for a single Windows server and an administrator comfortable with the command line. It’s free and scriptable, and it does one job well. It gets harder to keep track of once you have many servers, since each one renews on its own and nobody sees the whole picture.

Certify The Web

Suits Windows administrators who want a graphical tool on each server, with per-server licences and a hub for bigger estates. If your servers are mostly Windows and you think in servers rather than certificates, it’s a natural fit.

EverTLS

Suits teams with many servers, or a mix of Linux and Windows, who want one place to see every certificate, alerts when something needs attention, and private keys that stay on their own servers. Agents are unlimited on paid plans, so the price follows the certificates you manage, not how many servers they’re on. Agent groups and IIS Centralized Certificate Store support handle load-balanced IIS pools, and a backup certificate authority keeps renewals going when one has an outage.

Moving to EverTLS

You don’t have to switch everything at once. Install an agent on a server, let it discover the existing sites, and choose Manage with EverTLS site by site; the old client can keep running until you remove it.

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