One thing I have heard in the whole daycare vs SAHM debate, is that children do best when their mother is happy with their choice. So, if the mother is happiest working, the kid will do well in daycare. My problem with this is, it's never that easy - I love working but I can't do it well, since I don't get to spend enough time at work (get there at 9 if lucky, have to leave at 5 or else, and that's not counting all the drs appointments and days with pinkeye). But, for what it's worth, the reason I am bringing this up is that I wonder whether he's picking up anxiety from you. This might sound silly, but if you could sound excited about going to work, you're going to get to go to work, and he's going to get to go to daycare etc... try to be positive. I'm thinking that you should tell him you're going to work, and treat looking for a job like going to work in your own mind... if you're like me you're probably feeling a bit guilty about this whole thing... and he's picking up on it.
Is he just crying right when you leave? Sometimes it helps to hang around a few mins and have the teacher, or another mother, come out and tell you when he's stopped crying. Usually once you're gone, they switch gears and really enjoy themselves with all the cool toys and activities and other kids. If he's screaming the whole time, then I would agree with chemigogo, he might be having serious difficulties and you should maybe think of something else. Although, I know a little boy - about 19 months - who had a real hard time adjusting to my kids' daycare... I saw him a few times crying his little heart out... but now he is such a happy little kid, he sees his daddy coming at the end of the day with big smiles (this is a good sign, if they greet you with rejection, it means they've had a bad day usually.) So there's hope.
Good luck with your new career!
Elizabeth
dd 12-24-00
ds 7-2-02