First and foremost, NEVER EVER OVERBOOK YOURSELF AT THE EXPENSE OF CARE QUALITY. If you've thoroughly assessed the facts of each stay and are still confident you can provide premium care then by all means, continue. Second, I PROMISE you it is almost always 4x more work than you think it is to take on multiple jobs at once. Account for driving time(weather&traffic), needing to be in different places for similar feeding times, and be conscientious if certain parts of the day are more important to different dogs' routines. On occasion you may luck out and get multiple requests within the same neighborhood- even then, I have never tried to accommodate more than 3 full time jobs at one time(and I did ALOT of prep for that weekend).
Alright, so I have answered a similar, but slightly more specific question that I will include in case it can provide even more clarity for someone.
Similar Question that Relates to Topic: "Hey Ashley I have a question for you. So understandably Thanksgiving is a time where a lot of people are looking for people to watch their dogs. How do you handle dates where you have multiple people wanting you to stay during the same time. I booked a stay with someone I already did a meet and greet with and now I'm kind of bumming from a financial standpoint because I got a request for a place to stay with two dogs instead of one, for a longer period of time, and for the holiday pay thing they just instated. So I'm excited to be staying with this family I'm already booked with I just feel like I'm missing opportunities, especially when currently Rover is my main source of income."
The Answer I Gave(and still stand by):
"Ummmm again, great question.
I have found the very best thing to do is to be upfront with both/all owners .
Basically, ASK the owners you are already committed to if it would be alright if you left the dogs for ~however many hours, however many times~ to care for another family's dogs in addition to theirs. I find it helpful to make it clear that their dogs are your number one priority because of order of commitments. However, state that you are confident you can still provide premium care to both families. (BUT ONLY IF YOU ARE!!!)
Basically the more honest you are (within professional reason :P) the more I have found that families will be willing to work with you.
I have gone as far as mapping out a schedule to send to both families involved to help them feel comfortable that all dogs in your care will be treated fairly.... However, that's somewhat of a last resort since then you are pretty committed to that schedule instead of my preferred route which is running on "dog time" and just meeting the individual needs those dogs may have at that ... (more)