1. Can this be died without restarting>

What do you mean by this?

2. Whats the best way to do it?

Use a solder wick as geezatec mentioned, remove the botched solder first.

3. Should I try, heating up the connection a bit, then put some tin on the tip of my iron and try and re flow the solder and have whats on my iron fill any other spots?

I usually put a dab of solder on the iron tip first, then coat the wire (tinning the wire) with solder by heating the wire and placing solder on it. Then heat the terminal, melt solder onto the terminal, place tinned wire on the terminal (without additional solder) to solder together.


4. When soldering say I have the iron on one side of the post and wire, is it best to just make everything melt from that one side or to hit both sides?

You have to heat both sides simultaneously, but follow the step above to see if you like that procedure.