remote checkpoint broken

What happened?

I want conversations to go to a different repo, never my working repo. I have this:

{
  "enabled": true,
  "strategy": "manual-commit",
  "strategy_options": {
    "checkpoint_remote": {
      "provider": "github",
      "repo": "org/repo"
    },
    "push_sessions": false,
    "summarize": {
      "enabled": true
    }
  },
  "telemetry": false
}

I've tried some variations of push_sessions to true, removing push_sessions entirely, etc. Disabled and cleared the projects .entire as well and deleted the branches and tried to re-initialize but for the life of me I cannot get entire to push to a remote checkpoint.

I also don't notice any summaries or what to look out for to see if the summaries are working, but I don't see anything that screams "this is a summary" to me in the UI

Steps to reproduce

No response

Entire CLI version

Entire CLI 0.5.1 (d46fdc24)

OS and architecture

Darwin 24.6.0 arm64

Agent

2.1.87 (Claude Code)

Terminal

iTerm2 Build 3.6.9

Logs / debug output

Additional context

No response