Ah, Mama! I don't envy you. It's SO hard to let them go!
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I have been working since my daughter (now one year) was only 3 months old, but my husband was able to stay home with her until she was about 8.5 months, at which point she started going to daycare. She's been going for about 3.5 months. Here's my straightforward, no bones-about-it advice:
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1) Drop him off quickly. He will cry. You will probably cry. But remember, drawing it out will just make it worse. Rosa still sometimes cries on the days when her favorite provider is not there. You just have to give him over, and walk away. Lingering will only make it worse. Trust me!
2) Don't call all the time. If I feel she is having a really bad day, I'll call once, mid-day, just to check on her. And she is ALWAYS doing fine (or, at least, that's what they tell me;).
3) I agree with Justmee (above): try and transition into it. Start with just a few hours at a time, a few days a week, and work your way up. Our daughter goes pretty much all day W-F (three days/week), and Wednesday is still by far the worst, b/c she's had four whole days home with one of us. However, it only takes her a little bit to readjust.
4) Sleep with one of his blankets at night, so when you bring it to daycare it smells like you. Then, when he takes a nap, he can smell you. (That sounds SO SAD, right?!?!) But it works. And, strangely, Rosa naps much better at daycare then she does at home, so go figure.
5) (AND THIS IS THE BIG ONE - so please don't freak but I'm just being honest): Be prepared for your little one to get sick. It will happen, there's just no way to avoid it when they're that little. And he will recover. And then probably get sick again. But it's not the end of the world - they are really super strong, those little ones.
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Most importantly, remember that daycare is actually GOOD for your boy. Although private in-home childcare may be preferable in some ways, it's SO GREAT that you're giving him the opportunity to interact and play with other children. You will see a world of difference in all of his skills and the way he develops. And I know it's so tough to be without them, but it's also a great opportunity for you to focus on being YOU. Although I'm no big fan of working 40 hours a week, I know it's totally helped me maintain my identity as a person (and not just mommy all the time).
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YOU CAN DO IT! And good luck!