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SSO & Authentication Issues

Activating Yesware with SSO or VPN

Many organizations use Single Sign-On (SSO) or VPN for security. These can cause issues when Yesware tries to authenticate, often resulting in a login loop during activation.

Fix: Disconnect from your SSO network or VPN tunnel, connect to a different network or Wi-Fi hotspot, then go through the Yesware activation process. Once activated, you can reconnect to your usual network.

Some Features Not Working with SSO

If you use SSO and certain Yesware features have stopped working, the SSO token used in place of your credentials may have expired, causing Yesware to lose access.

Fix: Log out of Gmail or Outlook and sign back in to refresh the token. If the issue persists, temporarily disable SSO, log back into Gmail or Outlook, and then re-enable SSO.

Outlook Sidebar Asking You to Log In

If Outlook's sidebar prompts you to log in every time you try to send a tracked email, authentication between your account and Yesware may have broken. Fix it by re-authenticating through Outlook Web:

  1. Open Chrome and go to Outlook.com
  2. Sign in to your account
  3. Click into an email and select More Actions
  4. Select Yesware > Open Yesware and log in when prompted

Close and reopen your Outlook desktop app — you should now be authenticated. If the issue persists, contact support@yesware.com.