Persistent SSL handshake error after Cursor update — tried reinstall, new Windows user, still broken

Where does the bug appear (feature/product)?

Cursor IDE

Describe the Bug

Hi everyone,

I’m running into a persistent issue with Cursor that started immediately after a recent update, and I’ve been unable to resolve it despite extensive troubleshooting.

Problem description
Cursor fails to connect due to an SSL/TLS handshake error. Most AI-related features don’t work (chat, agent, API checks), and network diagnostics consistently report an SSL handshake failure.

Typical error looks like:

SSLV3_ALERT_HANDSHAKE_FAILURE (alert number 40)

What I’ve already tried:

Fully updated Windows

Disabled antivirus and Windows Firewall

Ran Cursor as administrator

Logged out and logged back in

Reinstalled Cursor (latest version)

Installed a newer Cursor update when it became available (still broken)

Tried switching AI models (same result)

Created and tested under a separate Windows user account → same issue

The problem persists across restarts and clean installs

Important detail:
The issue started right after a Cursor update. Cursor was working normally before that.

Also worth noting:

The problem reproduces on multiple Windows user accounts

Reinstalling Cursor did not help

This strongly suggests it’s not related to local user settings or corrupted app data

At this point I’m out of ideas on the client side.
Has anyone else encountered a similar SSL/TLS handshake issue with Cursor recently?
Is this a known problem, or is there any workaround I might be missing?

Any insight from Cursor devs or other users would be greatly appreciated, as this is currently blocking my work.

Thanks!

Steps to Reproduce

Steps to reproduce

Install Cursor (latest stable version) on Windows.

Launch Cursor and log in to an account.

Open any project (or even without a project).

Try to use any AI feature, for example:

Open the Chat / Agent panel

Send any message (e.g. “Hello”)

Cursor immediately fails with a server/network error.

Go to Cursor Settings → Network.

Click “Run Diagnostics” / “Check Network Connections”.

Diagnostics report SSL/TLS errors (SSL handshake failure) for multiple services (API, Chat, Agent, Ping).

Result:
AI features do not work. Network diagnostics consistently show SSL handshake errors.

Expected Behavior

Cursor successfully connects to backend services and AI features work normally.

Screenshots / Screen Recordings

Operating System

Windows 10/11

Version Information

Version: 2.4.22 (user setup)
VSCode Version: 1.105.1
Commit: 618c607a249dd7fd2ffc662c6531143833bebd40
Date: 2026-01-26T22:51:47.692Z
Build Type: Stable
Release Track: Default
Electron: 39.2.7
Chromium: 142.0.7444.235
Node.js: 22.21.1
V8: 14.2.231.21-electron.0
OS: Windows_NT x64 10.0.26100

For AI issues: which model did you use?

Auto

Does this stop you from using Cursor

Yes - Cursor is unusable

1 Like

2 posts were merged into an existing topic: [Known Issue] HTTP/2 Connection Failures with SSLV3_ALERT_HANDSHAKE_FAILURE