Keep calm and choose Kyra!
I have been dog sitting for friends and colleagues for five years. This has included drop ins for potty breaks, walks, and overnight stays. Some of the overnight stays had strict feeding schedules and walking schedules to follow and others were more free form schedules. A few have had medicine (pill form) and/or powder that needed to be mixed with food.
I've been a dog owner myself for 25 years (that's my whole existence ...
What Kyra would like to know about your dog
If the dog is friendly to other dogs in case we run into one on a walk. Their behavioral history. If there is anything I need to know about the dogs home (where they can or cannot be, etc.).