I would read all these posts people have made and think it over, my posts are from a more basic level of knowledge, similar to your knowledge level. I am more inclined to research things before I break something taking it apart. This link here I just watched but he's talking about newer cases, we need to find a youtube video that shows how to repair a 385 chainsaw, bearings and seals.
Other thing you could do is give you friend your 385 while you fix this one? Not sure what the urgency is to get this one repaired... I am just a firewood guy but you're down I-5 a spell from me in Oregon, I was actually born in Oregon. Some big tree's there, that's for sure.
Can't really offer much help, only ideas and how to mentally approach the repair situtation. Also it's usually a $$ situation as well, deciding how much money to spend before making decisions on if it's worth it to repair or not. Since you have 2 385's it seems as if you're all in on this project. Got to get it fixed somehow. Here's a guy who explains things on bearings, splitting cases, tools, and that sort of thing. Maybe watch his videos and you'll gain some confidence that you can split a case and swap out bearings. I want to get me a Turkey Roaster to cook cases and plop the bearings out like he does! (It's another video where he heats them up and the bearings just plop right out, then he puts new ones in with his bare fingers while they are 300 degrees!) Let me see if I can put links to both videos here save you some research. I am typing on a PC with a keyboard, so if you're on a smart phone it's way more difficult to write things down in this forum. I can't do it! I use the microphone and edit out the mistakes...
Anyways here are the links, I'll post 2 if it's possible: This is the splitter tool I posted about yesterday, looks pretty easy once you pull the clutch and flywheel...
Here's the Turkey Roaster link! I would highly recommend watching this one before you split the case!!! Don't mess up the bearing races, or seals, if possible. Too late now maybe but live and learn from your mistakes! Here's the link:
About 3 minutes in he says "The whole idea of using hammers, presses, while it gets the bearing in and out, you're adding a discontinuity in the Matrix of life so to speak" "in that you can add a problem that you didn't even know you had until your saw comes apart" So over the years etc, he developed a technique, etc... and then you get to the Turkey Roaster! Lol... Not funny but informative...
Put in your mom's oven at 350 degrees and bake for 15 minutes (make sure you remove all plastic and rubber parts first) He's got all the right tools, makes you drool over all the tools the guy has...