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[GH-ISSUE #29] Unable to update within claude code from 2.0.0 to latest #21

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opened 2026-03-03 18:50:01 +03:00 by kerem · 3 comments

kerem commented

2026-03-03 18:50:01 +03:00

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Originally created by @tingles2233 on GitHub (Jan 15, 2026).
Original GitHub issue: https://github.com/OthmanAdi/planning-with-files/issues/29

Odd trying to use the GUI (/plugins) then go to market place then update marketplace for the repo here, and then update plugin. It sees the update exists but when I select update plugin it goes back to the claude default prompt.

All other skills/plugins are working and updating this way. Not sure what CC is looking for on Github but perhaps it needs something??

Thoughts?

and thanks!

Originally created by @tingles2233 on GitHub (Jan 15, 2026). Original GitHub issue: https://github.com/OthmanAdi/planning-with-files/issues/29 Odd trying to use the GUI (/plugins) then go to market place then update marketplace for the repo here, and then update plugin. It sees the update exists but when I select update plugin it goes back to the claude default prompt. All other skills/plugins are working and updating this way. Not sure what CC is looking for on Github but perhaps it needs something?? Thoughts? and thanks!

kerem closed this issue

2026-03-03 18:50:02 +03:00

kerem commented

2026-03-03 18:50:03 +03:00

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@OthmanAdi commented on GitHub (Jan 17, 2026):

Hi @tingles2233,

Apologies for the late response! Thank you for reporting this – GUI update issues can be frustrating.

The Issue

You're experiencing a problem where Claude Code's /plugins GUI sees the update but returns to default prompt instead of actually updating. This appears to be related to how Claude Code's plugin update mechanism handles version changes.

✅ Immediate Workaround (Works Every Time)

Use this manual update process:

# Step 1: Uninstall current version
/plugin uninstall planning-with-files@planning-with-files

# Step 2: Re-add the marketplace
/plugin marketplace add OthmanAdi/planning-with-files

# Step 3: Install latest version
/plugin install planning-with-files@planning-with-files

This fresh install approach bypasses the GUI update mechanism and works reliably.

Why This Happens

The GUI update feature can fail when:

Release tags don't match expected format
GitHub API caching delays
Plugin manifest version mismatches
Claude Code internal state issues

This isn't specific to planning-with-files – it's a known quirk with Claude Code's plugin update system.

Alternative: Command Line Update

Instead of using the GUI, you can try:

/plugin update planning-with-files@planning-with-files

Though if that also returns to prompt, use the uninstall/reinstall method above.

For Future Updates

Moving forward, I recommend:

Bookmark this command sequence for updating
Don't rely on GUI update – command line is more reliable
Check version after update: Run /plugins and verify version shows 2.2.0 (or later)

Verify Successful Update

After reinstalling, confirm it worked:

/plugins

Look for planning-with-files and verify the version number matches the latest (currently 2.2.0).

What I'm Investigating

I'm looking into whether this is related to:

Release tag format (v2.2.0 vs 2.2.0)
GitHub release metadata
Plugin.json version matching

If I find a fix for the GUI update, I'll update this issue!

Thanks again for reporting this! The workaround should get you to v2.2.0 which includes Windows support and other improvements.

Let me know if the uninstall/reinstall method works for you!

Best regards,
Ahmad

@OthmanAdi commented on GitHub (Jan 17, 2026): Hi @tingles2233, Apologies for the late response! Thank you for reporting this – GUI update issues can be frustrating. ## The Issue You're experiencing a problem where Claude Code's `/plugins` GUI sees the update but returns to default prompt instead of actually updating. This appears to be related to how Claude Code's plugin update mechanism handles version changes. ## ✅ Immediate Workaround (Works Every Time) Use this manual update process: ```bash # Step 1: Uninstall current version /plugin uninstall planning-with-files@planning-with-files # Step 2: Re-add the marketplace /plugin marketplace add OthmanAdi/planning-with-files # Step 3: Install latest version /plugin install planning-with-files@planning-with-files ``` This fresh install approach bypasses the GUI update mechanism and works reliably. ## Why This Happens The GUI update feature can fail when: 1. Release tags don't match expected format 2. GitHub API caching delays 3. Plugin manifest version mismatches 4. Claude Code internal state issues This isn't specific to planning-with-files – it's a known quirk with Claude Code's plugin update system. ## Alternative: Command Line Update Instead of using the GUI, you can try: ```bash /plugin update planning-with-files@planning-with-files ``` Though if that also returns to prompt, use the uninstall/reinstall method above. ## For Future Updates Moving forward, I recommend: 1. **Bookmark this command sequence** for updating 2. **Don't rely on GUI update** – command line is more reliable 3. **Check version after update**: Run `/plugins` and verify version shows 2.2.0 (or later) ## Verify Successful Update After reinstalling, confirm it worked: ```bash /plugins ``` Look for `planning-with-files` and verify the version number matches the latest (currently 2.2.0). ## What I'm Investigating I'm looking into whether this is related to: - Release tag format (v2.2.0 vs 2.2.0) - GitHub release metadata - Plugin.json version matching If I find a fix for the GUI update, I'll update this issue! --- **Thanks again** for reporting this! The workaround should get you to v2.2.0 which includes Windows support and other improvements. Let me know if the uninstall/reinstall method works for you! Best regards, Ahmad

kerem commented

2026-03-03 18:50:03 +03:00

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@OthmanAdi commented on GitHub (Jan 20, 2026):

@tingles2233 any updates?

@OthmanAdi commented on GitHub (Jan 20, 2026): @tingles2233 any updates?

kerem commented

2026-03-03 18:50:03 +03:00

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Owner

@tingles2233 commented on GitHub (Jan 26, 2026):

Hey sorry many delays on my end.

Tested this it seems to be updating now. Using the update now button it updated to 2.11.0. I would mark this as solved now.

Thanks for your help on getting this cleaned up.

@tingles2233 commented on GitHub (Jan 26, 2026): Hey sorry many delays on my end. Tested this it seems to be updating now. Using the update now button it updated to 2.11.0. I would mark this as solved now. Thanks for your help on getting this cleaned up.

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