Well I've been hacking and carving for a good while now and I'm pretty pleased with the results!  I make pumpkins every year, but just cut simple holes and create faces, thought I'm gonna have to up my game a bit for a competition, so I carved instead of cut

I'll post a couple tomorrow, when the lights better Jay. I actually totally winged it really, quick sketch with a marker and then starter carving with a set of 12 mini wood carving chisels I got last year on ebay for 2 quid to carve some detail into a walking stick I made.
Normally I hollow the pumpkin first, but this time I didn't. I did the skull first to get an idea of wether it would work and then just carried on. When I hollowed out his face, I thought I may have gone too deep as the flesh was really soft, but I managed. Once I had finished, I cut the lid and then hollowed the pumpkin. Once I had the middle out I popped a candle in and had a look, after that it was basically a case of hollowing from the inside and deepening some of the lines on the outside and checking with the candle regularly to see how it looked.