GAIA mismanages lemonade upgrade

[itomek]

Using Windows 11 two observations during init:

1. post upgrade confirmation, GAIA tried to uninstall lemonade but failed to find it
2. after upgrading, GAIA tried to check lemonade but never started it

❯ uv run gaia init --profile sd
 
...
 
Step 1/4: Checking Lemonade Server installation...
   ✓ Lemonade Server found: v9.2.0
 
   ⚠️  Version mismatch detected!
      Installed: v9.2.0
      Expected:  v9.3.0
 
   Your version is older than expected.
   Some features may not work correctly.
 
   Upgrade to v9.3.0? (will uninstall current version) [y/N]: y
 
   Uninstalling Lemonade v9.2.0...
   Uninstalling Lemonade Server...
   Downloading MSI v9.2.0 for uninstall...
   Downloading from https://github.com/lemonade-sdk/lemonade/releases/download/v9.2.0/lemonade-server-minimal.msi
   Downloaded to C:\Users\tomas\AppData\Local\Temp\lemonade-server-minimal.msi
   ❌ Failed to uninstall: Lemonade Server is not installed
   ⚠️  Attempting to install new version anyway...
 
   Downloading Lemonade v9.3.0...
   Downloading from https://github.com/lemonade-sdk/lemonade/releases/download/v9.3.0/lemonade.msi
   Downloaded to C:\Users\tomas\AppData\Local\Temp\lemonade.msi
 
   ✓ Download complete
   Installing...
 
   ⚠️  The installer window will appear - please complete the installation
 
   Installing from C:\Users\tomas\AppData\Local\Temp\lemonade.msi
[2026-02-06 16:48:02] | WARNING | gaia.installer.lemonade_installer._install_windows | lemonade_installer.py:410 | Found 1 existing msiexec process(es) - installation may be blocked
   Running MSI installer...
   ✓ Installed Lemonade v9.3.0
   ✓ Verified: lemonade-server v9.3.0
   ✓ Version is compatible
 
Step 2/4: Checking Lemonade Server...
   ❌ Lemonade Server is not running
 
   Please start Lemonade Server:
   • Double-click the Lemonade icon in your system tray, or
   • Search for 'Lemonade' in Start Menu and launch it
 
   Press Enter when server is started...

[kovtcharov]

Triage check (April 2026): substantial installer work has shipped since this was filed (Feb 2026):

• PR Installer: Bundle Lemonade Server into GAIA installer #774 / feat(installer): bundle Lemonade Server MSI into Windows installer (#774) #781 — bundle Lemonade Server MSI into Windows installer
• PR Linux gaia init downloads nonexistent Lemonade .deb (v10.0.1+) #815 / Update Lemonade installer and version gating for v10 (DEB naming, Linux NPU) #533 — Lemonade v10 DEB naming + version gating
• PR feat(installer): custom installer guide, agent export/import, first-launch seeder #795 — custom installer guide + agent export/import + first-launch seeder

The specific upgrade flow problems described here (uninstall-fail and check-never-starts) may have been addressed. If you can re-verify on the latest Windows installer (v0.17.4+), please confirm and we'll close. If still reproducible, please add a fresh log. Otherwise this will be closed in 30 days.