This problem arises mostly when your Windows operating system is not compatible with a Garmin device.
Secondly, when you upgrade Windows and Garmin Express fails to upload on Windows.
To overcome Garmin Express won’t open issue, download and install the latest version of Garmin Express software.
Take a look at minimum system requirements for Windows OS....
Windows 7, 10 with newer version.
Microsoft .NET 4.5.2 (included)
Screen display (1024 x 768)
1 GB RAM
USB port
Stable and high speed Internet
At Least 20 GB free disk space
Sometimes Garmin express configuration files or folders get corrupted. In this case, delete them.
Disable all the firewall and security settings.