Serbinski Accounting Firms

Thank you very much for the response. It gives me some good insight. I also now know the key question I'll need to go get addressed:

Whether tendering shares to a company for a deemed dividend in Canada is considered a capital gain by the IRS.

I greatly appreciate your help.

I have shares in a private Canadian company purchased while a US resident and will be disposing of them while still a US resident. I may either
a) sell my shares to another owner for a capital gain
b) tender my shares to the company and will receive what the company accountant terms a deemed ...