Sounds like he is testing you! My H has been throwing "tests" at me lately too...but little ones - not a big one like that. Maybe what he secretly hopes to hear is something like: "You know I'll always love you and hope a miracle will happen to save our marriage, however I realized that it wouldn't be good for you or me if I sit around depressed all the time. I need to find what makes me happy." Or some such variation that shows you love him and are still open to him coming back into your life....but not with you as a doormat.
