I am just very old mintchoc and have had dogs for about 24 years now. I still manage to fluff things up on a regular basis though and still found the first week or so with our latest pup pretty hard going.
I took a slightly different route to getting Pip to sleep well at night I'm afraid. I'm not one for letting them cry it out. I slept on the sofa with the crate next to me the first and second night, then we moved the crate to the other side of the room and I stayed on the sofa, then dh and I alternated who went on the sofa for a week or so until he was happily settling when we starting our going to bed routine. At that point one of us started sitting with him with the lamp off until he was asleep, then sneaking upstairs and now we just get him into bed while we have our washes etc (downstairs bathroom, which helps) and he's usually asleep by the time we're ready to go up. (We've had him four weeks last Friday.)
If he does make a fuss in his crate when I need him to be in there for any reason, I do wait until he's quiet then use a clicker to capture that behaviour before letting him out as a reward.
When we were sleeping downstairs with him we reinforced the cue 'settle down' by waiting till he was awake, but lying quietly and saying 'settle down' 'good boy'. Now if he starts whingeing in his crate I say 'settle down' and wait for him to be quiet, then click and let him out.
I also used the Kikopup 'home alone' method to get him used to being left alone in his crate. To begin with he'd scream if I even approached the door, but now he'll happily stay in there while I move around the house and since last week has been home alone on my 20-30 minute school runs (with the help of kongs and treat toys).
Other people on here have done the pup in crate and ignore the howling things and it's worked for them though. There's no one-size fits all solution really, as all dogs respond differently and my boy was poorly and very needy when he first arrived.
Re the slippers, try being really animated or using a squeaky toy so that he gets the idea that it's more fun to play with his own toys than it is the slippers. Either that, or you could start working on 'leave' - best advice I can give you on how to do that would be to watch the Kikopup videos on it on either the same site I linked to above or YouTube.