Help! How did you transition baby into crib/their own room?

Brionna
My son will be ten months tomorrow and I'm due with baby #2 in one month. I'm now struggling to transition our son into his crib in his room and I've clearly procrastinated for way too long. But I'm a FTM and was nervous not having him in the same room as us. 
 
EXCLUDING the cry it out method, what helped transition your LO into their own room and crib? 
 
Any comments will help, thank you!