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To answer number 4 as a quote from Zsprawl
Migrating from 2.2 to 2.3
If you are looking to migrate from 2.2 to 2.3, it is much easier to copy files off the old image using winscp (or something similar), then copy them back into place in 2.3. Save these files:
/opt/retropie/configs/all/* /etc/emulationstation/es_system.cfg /home/pi/RetroPie/roms/*
Your saved games are located in the roms folder, if you’d prefer to only save those (since I hope you backup your roms elsewhere!)
Original Source:
https://www.petrockblock.com/forums/topic/updated-for-2-3-step-by-step-guide/
Somewhat answer to number 3 I have read that only Super Mario 64 is playable-ish.. I could be wrong.
Answer to number 2 using this code in your retroarch.cfg u can apply a joypad button
input_menu_toggle_btn = "BUTTON NUMBER HERE"
or you can just take out the # next to as default it is removed.
# input_menu_toggle = f1"