Bright, He had some things going on here: 1) he was most likely busy and didn't think about the taxes and a paycheck and now that he's running out of money, he contacted you; and 2) the weekend scared him and he backed up a bit.
As for the taxes, their memories aren't the greatest and he knew you had the taxes ready and most likely forgot to contact you about them, then again, he knows that you would normally contact him. Your silence threw him this time around.
I would reply back to him via email and thank him for whatever he's done in the way of deposits, etc. I wouldn't call him unless I had a problem...continue as you have been because it appears to be working.
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.