"Unexpected token in JSON" when using ts-node --compilerOptions or ts-node -O

[cspotcode]

Firstly, instead of using --compilerOptions/ -O, I recommend placing those overrides in your tsconfig.json. They will not affect tsc, only ts-node.

Follow the instructions here:
https://typestrong.org/ts-node/docs/configuration#via-tsconfigjson-recommended

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If you absolutely must use --compilerOptions / -O, then be aware you're at the mercy of your shell's ability to parse quotes and backslashes. This is particularly difficult when using Windows shells, either cmd or PowerShell.

The important thing to remember: ts-node must receive a string of valid JSON. On windows, the string passes through both your shell and a .cmd shim before reaching ts-node.

I have written a debugging guide here:
#1182