"Debug Assertion Failed!" error when launching Windows Dedicated Server Player with Script Debugging enabled

Reproduction steps:
1. Download the Project ”BUILDASSERT”
2. Open Command Prompt
3. Run “BUILDBAT“ in the Command Prompt
4. Launch “PLAYERPATH“

Expected result: Player runs succesfully
Actual result: Assertion Failed error

Reproducible with: 2022.3.10f1
Couldn’t test with: 2021.3.30f1, 2023.1.14f1, 2023.2.0b10, 2023.3.0a6 - (Scripts have compiler errors when building)

Reproducible on: Windows 10
Not reproducible on: No other environment tested

Notes:
The editor requires IL2CPP and Windows Dedicated Server Build Support
Step 3 occasionally fails