Hi Stephen,
I'm not sure I follow your signalling plan - I think you should be looking at something like this:
Remember, signals are there to control trains, and a signal with a proceed aspect gives the driver permission to travel as far as the next signal. Essentially, you need a signal wherever you want to be able to control a train to stop.
So, approaching the station from the South, you reach a feathered signal a little way before the junction (to allow for overrunning the signal). From here you either are given a proceed aspect on the main line, or a proceed with feather for the loop. Either way, you reach a signal before the junction at the other end of the station, which controls you over the left-hand junction to carry on down the mainline.
Coming from the North, again, the feathered signal is a little way before the junction. This also has a feather for the avoiding line. At the other end of the loop, again a pair of signals control access across the junction.
What is the purpose of the spur in the top right of your diagram? If it is intended as a running line, you would probably get feathers on the two signals at the right end of the loop. If it isn't, then it's more likely that shunt signals would be used.
Michael
Edit for inability to tell left from right...