1) There are many possibilities. I use mostly LAN. I have PCMCIA Wlan card (Orinoco Gold), I download files to my NAS with PC. I have samba configure and I can connect my amiga NAS shares. Using CF / PCMICIA adpater makes me afraid that one day I broke my PCMICIA slot. You can also use serial port. AmigaExplore is cheap and very easy to use. It also support LAN:
2) YES. WHDLoad is what you want. With it you can prety much every game to hard drive. That way games require more memory.
http://whdload.de/With google you can find tons of preinstalled games.
3) Get normal Gotek floppy emulator and flash it to use amiga disk. There is two firmwares, one will cost you a 10, but is still supported. Second one is free, but not supported.
https://cortexamigafloppydrive.wordpress.com/http://hxc2001.free.fr/floppy_drive_emulator/4) No Graphics card, it is scandoubler
http://www.amigakit.com/If you live in europe, you can use normal LCD-TV with SCART cable. Most of TVs also works as a flicker fixer.
5)&6) Trapdoor can only have accelerator OR ram upgrade, not both same time. With ram upgrade you a limited to 4mb ram if you want to have working PCMCIA port and 8mb if you don't mind that ram overlaps PCMCIA.
You can have ram upgrade to PCMCIA port also, but it is slow 16bit memory, so it would degrade you A1200
7) It depends, maybe / maybe not. Easiest way would be get A500 psu.

Accelerator, LAN, usb, PCI slots (mediator), Zorro extender, faster accelerator 040/060 etc. There are tons of possible upgrades.