I would highly recommend Jack! He was the first person I've ever left Sadie with because she is so timid and fearful of people. She usually runs away from people and hides. I knew she'd be fine IMMEDIATELY when we first met up and she allowed him to get close enough so she could sniff him. He is a very caring person, gentle and loving with dogs and clearly dogs love him. My dog is also is missing a leg and can have a tough time getting around but he had no issues with keeping her happy. He took very good care of her, sent me updates to put my mind at ease and when I went to pick her up, she actually walked back over to him because she was so comfortable with him. I can't express enough how much of a miracle this is for my dog in particular! I will definitely have Jack watch her again and recommend him without hesitation!