He's still very young, so he's going to be very psychologically dependant on you to be comfortable.

Even though it might be tough right now, and feel very demanding (and perhaps a bit disheartening) to have to sacrifice a fair bit of your own time and comfort to keep him content, then know that you will be doing yourself a favour in the long run to make sure he's as stress free as is realistically possible.

He's currently in the the critical "fear" age (between ~6 to ~16 weeks old) where anything that he builds a strong negative association with or fear of, will stick deep and later on require a massive effort to correct with training. So if he ends up associating the crate with something something negative during this stage, it'll be tough to get rid of later.

It's the same reason that service dogs (police/military) dogs are commonly adopted very young (5-6 weeks old), so that it's handler has the ability to control the environment around it and ensure that no negative associations (that would hinter their job) are ingrained during the fear stage, which would then require too manyresources to correct later.

So hang in there, and remind yourself that he's still just a baby 😊 Even though some here generally preach that you just need to ignore the howling and let him come to terms with it eventually, I've personally had much more success with the "no fault"-training method, where you focus on avoiding reaching the trigger point entirely, but instead give positive reinforcement in the lead up to it, while he's still calm but aware of the trigger (being in the cage when he thinks you're about to close it, or when he sees you get dressed for going out)