G.L.
T.,
Since your son is almost 2, it might be better to just forget about the crib. You could go to a toddler bed...they make really fun toddler beds like racecars etc. Some actually use a crib size mattress and some use a twin mattress. I'm not an advocate of crying it out. You might need to sit by his open door so he can see you until he falls asleep. Assure him you are there, but remind him that he's a big boy who can go to sleep just fine on his own.
Good luck!!