github / github/app

Subject: Copilot desktop entitlement not restored after payment recovery

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Description

Subject: Copilot desktop entitlement not restored after payment recovery

My GitHub payment initially failed, and my Copilot session stopped. The payment has now been successfully restored, and Copilot works through the web browser. However, the GitHub Copilot standalone desktop application fails on two separate computers connected to the same GitHub account.

Desktop app version: GitHub v1.0.25
Account: sherubrigsar-lab
Error: “Failed to get response from the AI model; retried 5 times. Last error: 500 connection error, please reconnect.”

I have already signed out and back in, restarted and updated the application, created new sessions, and tested on two computers. Please verify and refresh the Copilot licence/entitl

---
| Field | Value |
| --- | --- |
| App version | 1.0.25 |
| OS | macOS 26.5.1 |
| Theme | GitHub |
| Path | /chat |
| Tenure | Day 1 |

Contributor guide

Open the contributing guide

Research direction

Start by reproducing the failure at the /chat path in GitHub v1.0.25 on macOS, using an account whose payment was recovered. Compare the standalone desktop app with the working web browser flow; done means the desktop app restores the Copilot entitlement and no longer reports the repeated 500 connection error.

Written by the indexing model from the issue text.

Assessment

Tech stack
github, macos
Domain
authorization, desktop, payments
Issue type
Bug
Difficulty
4/5
Estimated time
3-5 days
Activity status
Quiet
Clarity
Needs clarification
Newbie friendliness
25/100

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