Hi Jemmaedias,
I use Mios rather than quick sets, so can't help with the needle orientation, but the issues with your vial sound like the pressure wasn't equalised. I always fill the vial with air and inject it into the insulin bottle before drawing any insulin out, to help equalise the pressure.
If the needle is crooked, it's likely not to work as well and I would recommend putting an entirely new site in, just to be sure it works.
The blood from your old site can sometimes happen. Mostly it's a small amount but on one occasion I had one that gushed everywhere and left a trail across the bathroom as I dived for the tissues.
Hopes this helps!