I found this GitHub project
Quote
JailBreakPDA
This tool works on the following Windows CE versions (requires .NET Compact Framework 3.5)
Windows CE 5.0
Windows CE 6.0
Windows Embedded CE 6.0
What does it do?
Enables windows explorer shell
Enables taskbar and start menu
Enables command prompt
How to use?
Copy application to the SD card of the GPS Navigation system.
Simply edit GPS Navigation path and point gps navigation program to JailBreakPDA.exe
Launch the navigation and apply jailbreak.
No packages released but since source is available, it may be helpful to anyone who wanted to tinker.
Here’s the page
https://github.com/e1z0/JailBreakPDA
I haven’t tried it out FYI