I have a request to sit and am currently waiting on the owner to accept. I have reminded him several times and he still hasn't done it. However, he is still planning on dropping the dog off to me tomorrow. How do I handle this?
If it were me, I would meet him at the door with my computer booted up to Rover.com and ready to go. I would tell him that it is against Rover.com's policy for me to take responsibility for a guest without an official booking and that I can't start the stay until he does so. Then I would have him log onto his account and make it official.
This is important because he will have to pay; without doing this you have no guarantee that he will do so. (In addition to the insurance coverage and everything else that Rover.com provides, which I'm sure you have already mentioned.) You should be firm about this, even if he is in a hurry. Mention that you have tried to get this step done several times but, for some reason (possibly technical - it surely wasn't his fault >wink, wink<) it has never been accomplished.
That's a wonderful idea! I didn't want to turn him away, but I also didn't want to take the dog without payment and confirmation.
Similarly, I've held the M&G right before the start of the stay for out of town guests. We arranged it so we both had smartphones at the M&G so we were able to complete the booking right there.
It might be worth sending your client one more message, explaining that if he hasn't been able to accept the booking, you'll have your computer ready at the drop off, so he'll need to have all of his information ready at that time (and plan an extra few minutes to complete the process), or you won't be able to take responsibility for his dog.