To answer your first question NO! Never tie off an anchor rope from any spot on your boat. use one wrap and some say always have a sharp knife ready in case. It only takes one hang up for one to loose a whole lot. I feel the same principals apply when pulling the anchor. Rather the boats set up with a steering wheel forward or a tiller handle on the back. Use a cleat where its works best for your boat set-up. If your going to fast and the rope doesn't get released from any place in the boat you stand a good chance of going down. What affects the ease of pulling the anchor is the conditons around you. If the tide is still running make sure the motors warmed up before some one unhooks the rope. If the tides slack and you have a little tail wind watch you don't run over the rope to fast. I can not see any reason to throw the rest of the rope in just to turn around an pull it back up a few minutes later. Lets pull the anchor!!!! Do not run right over the top of where your anchor rope was just hanging to the front of the boat. Go the the side slightly take one wrap on a cleat and motor up river slow. Be aware of your neighbors anchor ropes I am saying did they let out alot of rope if so when going up river don't cross over on to their anchor rope. Maybe the other side would of been a better side to pull from. You don't have to go up river very far to see the anchor rope out to the side clear of the prop or pump now turn back just a slight bit and continue up river until your float is dragging the anchor behind it. Not very ofter but If the anchor does hang up this is why we go slow. Now depending on conditions how do you pick up all the rope. If a lot of boats are still in the hog line just motor out slow past the last boat in line just like you would do with a fish on. Once free of the boats pull the rope in. Practice makes perfect so they say. Good Luck