@Cbfoley ugh I feel your pain. When I used to be a dog bather I would come across huge anal glands and either had to tell the owner to come take their dog to the vet, or I would call them to tell them I was going to charge them $20 more if I had to express it myself.
I wont tell you the story of when a 150 pound mastiff's anal gland exploded all over me once. ?
Hope your day get's better.