Big Boy Bed... Dun dun dunnnn

There are two things as a mamma that I am dreading... moving Brigz to a big bed and taking his binky away from him at night and naps. Typically, I think I can be pretty strong about deciding when it is time for a change. I quit nursing and bottle feeding cold turkey. I took his binky away during the day without hesitating or budging when he asked for it. But these two things... shewww... I am nervous. I would like to move Brigz into a big boy bed at two. Which is next month. We will be in Ireland for two weeks and I am hoping that when we come back, he will be used to not being in his crib, and I can have his bed set up and we can go from there.

BUUUTTT there are a few things that scare the crap out of me.
#1. He is a crib addict. And not just any crib. HIS crib. He won't sleep anywhere else. Out of town is always a night mare. He wakes up constantly. He sleeps about 10-11 hours straight in his crib, for the most part. And if he wakes up, he puts himself back to sleep. Anywhere else, no way.

#2. His crib contains him. He has been able to climb out of his crib for about 10 months, but for some reason he doesn't. He climbs in, but he won't climb out. In a big boy bed is going to be wandering around??

#3. I put him to sleep awake and he falls asleep. It is typically after about 1-2 minutes of yelling for me though. In a big boy bed, is he going to get out and come get me??

#4. He is a baby hurricane when he sleeps. Seriously, it is like he is doing break dance moves in there. I took him bumbers out recently and he tells me, "My crib broken" because he jacks his head on the bars constantly at night with his acrobatics. I thought taking out the bumbers would ready him for "new boundaries" or AKA very little boundaries in a big kid bed. We will see. I saw in pinterest that if I put pool noodles under the sheets on his bed, maybe he will be contained a little. I also have a client that told me that I have to teach him he cannot get off his bed alone. Mommy or Daddy has to come get him. We will see if that works.

So any suggestions for this process? The binky is going to have to be taken away down the road I think. I don't think he will sleep at all without it. But who knows. Thoughts? Prayers? haha!