Hello! I bought my first Ender 3 pro about 8 weeks ago, and my second E3P 6 weeks ago. Some thoughts for your post:
Its a very easy printer, that is *almost* build and go. For assembly I followed this videoand I credit that with being up and running within two hours of opening the box. A lot of people (and I feel like this sub esp) will shit on this machine but for someone just getting into the hobby its great. Its going to teach the best parts of the hobby, like finished prints and making cool shit and the absolute worst parts, like when something goes horribly wrong. To answer some more of your questions:
I think that stand will work, but I might switch out the two non locking wheels for locking wheels. Or cable latch it (like a gas grill) to a wall. I have my two prints (Jake and Elwood and yes I named them) on a dresser in my room and they do some shaking, as it the nature with a bed slinger design. But I dig the cart.
I started with PLA+, eSun that I bought off amazon. I've had very little filament issues and its produced some great prints. From my research Hatchback is great as well. Stick with PLA or PLA+ for now.
The E3P comes with a filament holder and for the purpose of the cart, that's perfect for it. There are some better designed holders out there, but they would take up more space on the side but I would encourage you to encourage your son to look at it. Problem solving like that is what makes this so much fun.
Other tools? Here's a quick list of stuff I'd recommended having on hand when starting:
-Some ziplock bags to keep opened but not currently use PLA in. I use One Gallon freezer bags myself. Each roll has a silicone pouch with it to keep moisture out, I toss that in the bag as well.
I'd have 2 or 3 rolls of PLA on hand, that is a good amount to start with. Amazon also has sampler packs of PLA that come with different colors, and its 200g instead of the 1kg for around the same price. The pro comes with a small roll to get you started but its not the best. Pick some colors or maybe even two base colors and something wild. I just got my first rainbow roll and its been pretty fun to print with.
Sorry for the long post. If you have any questions or need help, I'd head over to the Ender3 subreddit and ask on here as well.
Edited a few words and now gotta go clean up my leg