The way I am breaking in Jedi seems to work well for him. We put him in his crate and sit next to it (reading, watching tv, talking to each other) and ignore him when he whines. When we play we throw toys into the crate and he now runs in FAST to get them and runs out FAST so we don't close the door on him, it is funny. When he is good we also play with him while he is in the crate. He loves to lick my hair, and I have had many puppy hair cleanings throught his bars.
After a week of being used to the crate with us near him (yes, he had a few days of OMG WTH sound is that and why does he act like I am killing him. It is your job as the parent to not give in, if you do, you will never train him) we started to leave him alone in the crate, but usually left the room when he was sleeping.
A few times my wife would crate him while I was upstairs and Jedi didn't know it. He carries on now a little when we leave, but gives up after 10 minutes.
Now he seems to whine more when we are in site and he CAN see us while crated (he wants to come out and be with us) then when we are not around.
We also have a water bowl that tightens onto the bars with a wingnut, and the bowl can be removed from the stand with ease for refilling (but not for dogs, well so far). So when we do play in the living room, we close the kitchen door so if he wants to drink water, he HAS to go in his crate. This helps get him used to it.
When we come back from being out of house, we ignore him for 5 minutes from when he stops to whine, not from when he sees this. This way he learns not to get excited when we appear, because it does nothing to him. Especially when we talk to him, give treats an hang near him when he is being a good boy in his crate.
The TOUGHEST part is not giving in, I know how hard that can be, but you have to steel your heart to the pup and let the pup get over it.
So basically we just slowly got him used to it with us near. Then we slowly added times with us away. We dont broadcast when we leave the room and are going to be right back or if we are going to the store. He is getting better with all aspects of crate training, but going in, that is something we are still working on.
Luck to ya :D