If it were my house, I’d strip at least one door and window to see what was under all the paint. Built in 1934, it could be some really nice wood. If so, I’d strip them all. I like wood. Stripping’s a PITA but it would be well worth it.
As a rental, not so much. Stripping’s a PITA.
I like the idea of “one room at a time”. Keeps it from being so overwhelming!
You can usually clean the paint off of the outlet covers, switchplates, etc, but it’s easier just to replace them. If the landlord won’t spring for replacements, keep the old ones in a box somewhere and you can take yours with you when you move out. This means you can buy really nifty ones if you find some you like, because they’re yours to keep.
To strip all of the glop from your metal door hardware, go to the thrift store and spend a couple dollars on a crockpot and some plastic tongs. Put water and some detergent (laundry or dish) in the crockpot, stir it up a bit, add your hardware. Turn it on low and leave it overnight. The old paint will slide right off. You can Google specific instructions for this if ya wanna.
Buy good paint, it makes everything go so much easier.
Buy quality tools, it makes everything go so much easier. Learn to care for them so you don’t have to replace them very often.
Buy lots & lots of dropcloths. They’re cheap, and it’s much easier to be able to cover everything at once instead of trying to move them around.
I dunno how much stuff I painted with el cheapo brushes & rollers & paint, before my friend the professional made me quit doing that. And I discovered that it really is worth the money for the good stuff.
Learn to cut in (i.e., paint trim, corners, edges, etc. by hand without masking it off). It’s not only way, way faster, it’s actually easier and much more effective than taping once you get the hang of it.
Definitely mask off baseboards. Look for the rolls of tape/paper for baseboards, or tape a strip of dropcloth to the boards as previously suggested.
Oh yeah, if you’re painting a large enough space to need more than one container of the same colour, buy a 5 gallon bucket. Dump all of your cans of paint in and mix like hell before you start painting. This is especially important if you’ve gotten a custom colour. Paint can be slightly different from one can to the next - this will make sure all your paint is actually the same colour. Bonus points if you buy a paint-stirring attachment for your electric drill. 