Aww Gabrielle, I'm sorry to you're both struggling with daycare. It's so painful, on both of you.
My DD just started daycare last week, she did two days at one home which turned out to be a disaster and I was able to get her into a new one a week ago Friday. She still cries when I am getting her ready to go, sometimes even struggles to get into her carseat, will then struggle to get her out of the carseat, cries and carries on all the way to the door, gets even more heated when she's handled over to the caregiver BUT by the time we're down the driveway she's off playing and having fun.
I really just try to reassure her that she'll have fun there, that Mommy and Daddy will come back for her at the end of the day and that it's ok to be sad we won't be with her the entire day.
There is such an adjustment period for these LOs but he will adjust, Gaby is adjusting pretty good as far as I'm concerned and that still means she has trantrums (but both the caregiver and I are fine with that). Given that Ethan is very shy I would expect it will take him a few weeks to get to a nice comfort level.
I also wanted to put Gaby into a centre but wasn't able to, this second home is working out great because the daymom can give her a fair amount of love/attention IF she needs it. I know the home Gaby goes to doesn't have a curriculum but I'm ok with that, perhaps it just means we start preschool at 3 instead. I honestly believe you can find homecare where they TV isn't on all day. At the home Gaby goes to, the entire basement is done up for the kids, this is where they spend their day (as well as outside), there is no TV down there but there is tons of books, toys, music instruments, doll houses, ride on cars, etc.
I would just continue to talk to him about daycare, make it out to be not such a scarey place. Perhaps get to know the names of a few of the kids he will be there with, Gaby loves to talk about the kids she will play with, etc. Really try to keep it upbeat and positive.
Good luck, I'm right here with you going through this transition. As long as the daycare is on side with him helping him through this new adventure, he'll get there.
Danielle