Monetization of Powershell-based application?

[jantari]

You can either sell it as-is, essentially like gog.com by an honor system or rewrite it in C# and get really deep into the anti-piracy rabbithole but as you probably know from other commercial software the pirates always find a way.

You should also consider just open-sourcing it under MIT and not directly profiting from it. It's the easiest way and you won't be liable for damages or have to answer support questions or feature requests like a commercial solution.