In my experience, gas gauge readings are suggestions
The angle of the boat makes a big difference. To add to the previous comment, a Stern down condition will fool the sender into thinking there is more gas that there really is. Just moving yourself from the helm to the stern can change the reading. The angle of the tank on land or on a trailer can be different than when the hull is in the water.
What gauge are you using to read the level?
When the fuel nozzle clicks off, it could mean that the tank is full-ish or that there is more back pressure than normal that is triggering the shut off.
If you are going to rely on the accuracy of your gas gauge, make sure you have keep your Tow Boat dues up to date.
The only way to know for sure what the levels and readings are is to empty the tank completely, set up the hull at a known angle, typically the angle the boat sits at the dock and fill the tank about 1/10 of the capacity at a time, stopping after each mini fill and letting the gauge stabilize. Log the readings for future reference.