Hi T.! Me again! ha ha ha
We seem to be pretty similar in many of our situations. If I recall your also living with inlaws and pregnant?? I hope your having a better time of that then I am.
Ok as for the milk. I started my daughter on milk about 1-2 weeks early. She turned out to be pretty easy. I never gave her milk in a bottle. I just introduced the sippy cup with milk for the first time. I didn't push it, just offered it throughout the day and with meals. She did not get juice in her sippy cup for a month or more until after she was used to drinking milk out of the sippy and totally off the bottle. I don't think it's too soon to take him off the bottle, it's about when we did it. I would replace 2 of his bottles with sippy cups and leave the first bottle of the day and the last bottle of the day alone until he's comfortable with a sippy. It only only took us maybe a week or two and she was off the bottle and off formula. Whenever I gave her a bottle I used formula and whenever she had a sippy it was with milk. I don't know if that's recommeneded or not but it worked for us. Good luck!