Flat head hard to start
The ignition system, however, is a lot more sensitive. A warm engine will start much easier than a cold engine as the warm cylinders promote combustion. In addition, the battery voltage is higher when the engine has just been ran than it is after it's been sitting overnight. Are you still on 6 volts? If so, then it's imperative that everything be in tip-top shape. 6 volt systems can't compensate for weak or worn parts with higher voltage. Make sure the plugs, wires, cap, rotor, points, and coil are in good shape. Pay particular attention to your plug and point gaps. Double check your timing and make sure your advance mechanisms are operating properly. Check the voltage at the coil with a multimeter and compare it to the battery voltage. They should be the same. If the voltage at the coil is lower, then you've got a poor connection in the wiring somewhere. If everything checks out, suspect the coil. They can get weak over time. With a cold engine, you want to see a crisp, bright, blue spark at the plugs. Fat and snappy. A thin, dim, orange spark isn't going to light the mixture under compression.
Under normal circumstances, I would tell you to look at the fuel pump - that the gas is flowing back down to the tank as the truck sits and you are having to pump it back up after time to get it to start. Ok so it's new - just food for thought.
Next, I would look at how you are starting the truck - use of the throttle and choke when the engine is cold - and of course the ambient air temp when you are trying to start it. On the 239, you want to push the gas pedal lightly, pull the choke out half way then release the gas pedal. It should fire up without pumping the gas.
There is a possibility that the wear on the engine is such that it's needing oil circulation up to the cylinders to get enough compression to fire. When hot or warm the parts are expanded out enough to aid this. If the fuel pump is good, and you don't get any relief from adjusting your starting procedure, you might want to run a compression check on the engine to see if it's within spec.
Check for proper spark plug gap. Flatheads are sensative to that.
Lastly, there is a vacuum interaction between the carb and the distributor that can be a problem when not working correctly. Ross (Albuq F1) is the guy to listen to on this. I'm sure he will jump in here soon.
In the mean time, I invite you to review this thread we had some time back - there is a lot of usefull information and suggestions on another members problem starting - turned out to be fuel pump anyway. Here are the links to our previous discussions on Flathead starting problems:
https://www.ford-trucks.com/forums/8...t-running.html
https://www.ford-trucks.com/forums/7...do-matter.html
https://www.ford-trucks.com/forums/8...s-flattie.html
Good luck!











