I would require for Otis to meet your pup before boarding or day sitting to ensure that they are compatible. Otis is very submissive and sometimes more dominant dogs can take advantage of that and it becomes unsafe for him. Otis is more than happy to keep your pup company throughout the day. When I am in the office, Otis spends the day at a dog daycare therefore he is used to meeting new dogs regularly and has never had any signs of aggression. He is often used as an introductory dog for nervous dogs that are new to daycare. Otis is also used to playing with small dogs and adjusts his play for the size of a dog. I have a huge back deck that is guarded off with no stairs to get to the yard (elevated deck). Deck is safe for smaller dogs, Otis' best friend is a very small Frenchie and he is no where close to fitting through any of the slats. In the house, having had a puppy before, I can keep both dogs in my sight and away from small items. My main living space on the first floor only has large furniture and the basement is quite empty. Outside in the yard, it is not fenced, but I do have multiple leashes that can be used to ensure your dog remains safe in the yard. Otis does not leave the yard unless we are going on leashed walks. I also have no rear neighbours, my property backs onto a forest and I live on a quiet street.