Question 1: No the key does not need to be in to kick the bike over, start yes but not to kick over. I would get the kickstart is jammed in the engine. I have not had this but I am guessing the engine will need to be pulled apart to fix this. Maybe someone else has had this. Get a manual though.
2nd Q: You will need to rebuild the front brake. The rear drum could probably stand to be cleaned and lubes on the pivot. You will want to drain ALL the fluid out of the front break. Pop the piston out when you do this. The fluid will push it out for you. Use a brass brush such as what a dremel might use. You will want to clean all the crud out, especially in the groove where the rubber ring sits. Get it all cleaned out. Remove the bleed screw and get a speed bleeder. You do not have to do this but it will speed things up greatly.
Check your hose for cracks. It is old and you only have 1. Might be best to replace it. Spend a little extra and get a braided line. Well worth the cost. Make sure you specify the year though to get the right line.
Now on the master, inside where the handle goes is a circlip. Remove this and pull out the piston there and clean it well. Clean the master out good too. If there is damage to the piston a rebuild kit would be order.
get it all good and cleaned and put it all back together. before mounting the caliper, remove the pivot bolt for the arm and clean and lightly grease it. mount everything and fill with fluid and bleed. Take your time and make sure the master never goes dry or you will never get the air out.
3: Yes ignition is same as seat. You CAN get a key from hondakeys.com I think. There should be a 4 number code on the ignition, give them that and you should get the right key. This key is for fork and helmet locks if they are stock.
4: If an aftermarket is on now, hard to say what is required to remove it. Only way to know is to look.
As for the tank, get the por15 kit and use that. Follow the instructions to the letter and the tank should be good. Just watch for pin holes.
The ride IS the adventure. The destination is just to get gas!