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3

The least complicated way would be just to hand Alice some cash, with full agreement on both sides that is simply a gift between friends with no strings or expectations attached. Now on to the reasons why I feel you shouldn't do this: Please separate Alice's concerns from your own, as it only muddies the waters. Your current personal issues have no impact ...


4

For you to "compensate Alice for her work" seems like the wrong framing. She is working for the corporation, not for you or your sole proprietorship. You are acting on a generous impulse to help your colleague and are not expecting anything in exchange for what you plan to give her, right? This would be a personal gift between friends and would be nontaxable ...


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