Nice Trailer Build.
Here's a suggestion for the fuel transfer from the trailer tank to the Jeep fuel tank.
I have used this for several years with no problems.
Use a regular electric fuel pump, like the one you would need for your jeep. (in case the Jeep FP quits on you.) A useful spare if you will. Mount it to your trailer frame next to the fuel tank output line.
Go to Wal Mart and get the male /female boat fuel line disconnects.
They are the type used on boats with multiple 6 gallon tanks, and the have valves that close the line off when disconnected. About $6 bucks each! They use hose clamps.
Enough fuel line to go from the trailer tank to the Jeep Filler neck. You will be putting the boat connectors somewhere in between the ends near the rear bumper.
At Home Depot you need a 15 minute rotary 120 volt light timer. About $16.00!
The rotary timer is spring powered and will handle the 12 volt fuel pump easily.
I recommend the 15 minute timer so you won't have to worry about damaging the FP too long when the tank runs empty, and once you determine the flow rate you need, with a restrictor in the line; you can turn it on and forget it. I used a 3/8th line to slow down the transfer speed down. Mine pumps 28 gallons in 15 minutes. But you can vary the restrictor in the line to make it flow what ever amount you want on a full turn of the timer. Most electric FPs flow about 18 gpm on an open line! (If you put a fuel rated screw or ball valve you have vice variable and tunable restrictor.)
Use a 2 conductor trailer plug at the back of the Jeep (a pos and a ground)and wire the fuel pump at the trailer to the other end. With the boat fuel disconnects and the 2 wire plug you can drop off your trailer fast and easy. With the timer off you don't have to worry about the wires being hot disconnected. Or you could use a 7 pin trailer connector and wire the electric connection that way.
On your Jeep filler neck, remove the filler neck and braze in a 3/8" hose inlet tube. You can buy these at Northern Tool for $57, but how lazy does one have to be to not make their own. Then hook up the hose from the bumper to the inlet. (A suggestion here, point the nozzle down so you don't get sprayed if you remove the gas cap while the transfer pump is working.
I think I have about $30 in my set up. I used an old electric Fuel Pump I had laying around.
Course you can always turn the rotary timer to less time to flow/ transfer less fuel if you tank is not completely empty.
Make sense?
And here's another cool trick.
If you get two boat connectors and some extra fuel line you can transfer fuel from your trailer to another rig just by hooking into the output line and running it over to your buddy’s gas tank filler neck real easy.
Hit the timer and you’re the hero of the day. Best part, no holding up those heavy gas cans and waiting for them to drain.
Plus, you have plenty of spare fuel line for emergencies.