A.J.
My daughters are 26 months apart and the only time I had second thoughts was while I was pergnant (meaning I was tired and wondering that once the little one got here what would it be like then) My oldest we started her big girl bed right at about 18 months and it was a little struggle but she transitioned rather nicely (we have a day bed with a trundle and she was allowed to pick which bed she wanted to sleep on and we started it with naps and then bedtime) Potty trained well she started that at about 16 months, one day she just wanted to do it the way mom does it and it went from there. So now my daughters are 2.5years and almost 6 months and they get along really well (at least my 2.5 year old loves her sister and is very protective) Hope this helps
~Good Luck
A.