[rit]

There are still pretty heavy economic restrictions on US Citizens & companies doing business within Cuba. IIRC there is also US imposed restrictions on foreign companies who do business in the US doing business in Cuba as well. It makes for a very messy question.

[logn]

There's also software specific rules, such as sharing high encryption code with embargoed countries. I'm no expert but it seems to me that even sharing a JVM or git repo that has crypto in it might be illegal.