The issue you're experiencing seems related to compatibility problems with older Garmin devices and newer software updates.

Here are some possible reasons why your map files aren't uploading or being recognized:

1. Incompatibility due to firmware updates: It's not uncommon for new device firmware releases to stop supporting old file formats, especially if they've been superseded by more modern standards.

2. Card compatibility issues: While the physical card may still work in newer devices, there could be problems with reading or writing certain data types that were once compatible but are no longer supported.

Here are some suggestions for troubleshooting and possibly resolving this issue:

1. Check Garmin's official support resources: Visit Garmin's website and look under 'Support' > 'Software Updates'. They may have specific information on compatibility issues between older devices and newer software versions.

2. Try using a different USB port or computer: Sometimes, simple hardware swaps can resolve connectivity problems.

3. Use third-party mapping tools to convert files: There are several free/open-source tools available that claim to be able to read and write various Garmin map formats (e.g., GPSBuddy's MapConverter). Be cautious when using these tools as they're not officially supported by Garmin, and there may still be compatibility issues.

4. Consider creating a backup of your maps before attempting any further modifications: If you haven't already done so, try backing up your maps to an external storage device or cloud service like Google Drive/OneDrive.

If none of these suggestions work for you:

1. Contact Garmin support again and explain the issue in detail: Provide them with as much information as possible about your devices (model numbers, firmware versions), operating systems used, software versions tried, etc.

2. Look into professional mapping services or third-party providers who offer data conversion from older formats to newer ones compatible with current devices.

I hope this helps you find a solution!

Garmin quickdraw contours community