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Ya, the problem is legal challenges with a lot of locations, ie: - some countries have no legal system, big risk to hire there. - some countries are illegal to do business with depending on the companies location - some countries/states/counties have local taxes and weird tax nexus issues. That can be a big problem.

Where are you based? Is your location one that falls into one of those?

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Local taxes are usually not an issue if hired as a contractor. You will have to pay taxes and social insurance system contributions in the local country according to the local laws yourself. Getting hired as a regular employee is definitely much much more complicated.

If you are a large company what you have to worry about is that countries individual contractor rules and tests. Which can be a factor in some locations (in my experience it was a factor in Canada, USA, and UK).

I am in Ukraine. Taxation could be really nice explanation of this weirdness.

Ya, it could also have to do with time zones.

For example, a small company might not worry about legal implications as they can float in a bit of gray area... but once a startup hits $100m valuation they might need to do a ton of extra work in order to hire in Ukraine. For example, they might need to form a legal presence in the EU, etc etc...

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