Your dog's well-being comes first.
I've cared for dogs of my own since I was about six or seven years old, the first being a little mutt that my family took off the streets and cared for it until we were able to find it a proper home. The next dog I owned was a rowdy and stubborn beagle. Although he was a challenge, he was a welcome one. After the beagle came a mixed husky pup and a shih ...
What Chris would like to know about your dog
Being informed on any special conditions (disorder, illness, medication) the dog may have would be extremely helpful. Knowing any triggers (pulling, squirrels, other dogs) are a need-to-know in order to help keep both the dog, and myself safe. I would also like to know what methods are used for your dog in a dicey situation (fighting with other dogs/pets, seizures, etc). I have my own methods for such situations for my own pets that work just fine, but if you have a preferred method of handling such situations that you feel is what's best for your dog, I'd love to know as it could be helpful.
For Sitting and Drop-Ins, feeding times, and how often the dog must be let out are also a need-to-know. From experience of caring for my own dogs, letting a dog out for a potty break before it needs to go can lead to a mess in the house later.