A guy wanted to do a meet and greet for his dog and it ended up being around 9pm, he was gonna drop her off at 5am the next morning but asked if i would rather him leave her now as long as i didn't charge for the night. I didnt but it is now 6:15 and he has not told me when he is going to pick her up. At what time should I tell him he needs to pay for an extra day?
I'd suggest you first need to know approximately when he'll pick her up. Then, you can include that in the booking. I also figure out the rate based on 24 hour increments. So, no matter what time the dog arrives, I can easily calculate how many hours the pick up time is beyond the arrival time, even with multiple days, as it can be counted fairly easily that way. I do offer a bit of a grace period (at least 2-3 hours generally) before I charge a partial or full day rate or additional overnight. Some things I take into consideration are the length of the stay and (with repeat customers) the frequency of booked stays.
For whatever it's worth, I would never agree a meet & greet that late at night (because I can't see the dog interact with mine outside well in the dark, introductory barking would not be appreciated by my neighbors, and safety reasons).
Some dogs need time to adjust to a new location, especially if they have a bit of separation anxiety. From experience, I've learned some dogs that arrive around dinnertime can't even unwind by bedtime, So I understand why you wouldn't want to take overnight at 9 PM, but can also understand why someone would rather do so vs. accept the dog at 5 AM, ...and I do know a sitter that would not count that night but start the next day just because evenings are easier for her schedule than mornings. So, you may have personal preference to consider in your decision too.
Now that I see the times below, I can better advise how I'd likely quote that at the time of booking: 4 nights. Even if I did not count the 8 sleeping hours, that's still nearly 16 add'l. hours, which exceeds a normal daycare rate (generally 8 or 9 hours). 10+ hrs = usually counted as another night.
I'm not sure I totally understand your timeline. But you shouldn't be thinking in terms of "nights." Think in terms of 24-hour periods. If an owner has paid for one "night" they should pick their dog up within 24 hours of dropoff. You should be establishing the dropoff and pickup times at the beginning of the stay, preferably at the M&G for a first-tie job, so that you can ensure the invoice is correct prior to payment. With returning customers, you would establish the timeframes when they book but before they pay again. As for additional charges, you set them. If a dog is with you for 12 hours over the 24, then you are justified in charging for another day, but incremental charges are up to you, especially if it occurs during the day, when you spend more time with the dog. At times, I've agreed to a dropoff the night before without charge, more as a convenience for me, as I really don't want anyone dropping off their dog at 6 am. Some people here charge an early dropoff fee before 8 am. I would never agree to 5 am, plus I limit pickup times to 10 pm. I am not a 24-hour Starbucks and people should respect that and not feel like they can impose on me and my time.
He dropped her off sunday at 9pm ( didnt charge him for this night because i didnt want him to drop her off at 5am) and then his friend picked her up thursday at 8:30pm. He only paid for 3 days when I had her for 95.5 hours
Now that I can see the times, I can better advise how I'd likely quote that at the time of booking: 4 nights. Even if I did not count the 8 sleeping hours, that's still nearly 16 add'l. hours, which exceeds a normal daycare rate (generally 8 or 9 hours). 10+ hrs = usually counted as another night.
That's definitely 4 nights. Regardless of the originally desired 5 am (not going to happen), you would have been fully justified in charging for 4 "nights" because you would have had the dog for an entire day on Thursday. Anytime the dog is with you for more than 12 waking hours, you have earned another day's compensation. I will give an owner a couple hours leeway but not an extra day. Best to get it all sorted out before dropoff.
I should have charges him for the first night and not allowed him to drop her off at 5am
Since Rover's fees are per night, rather than day, I don't think he should be charged unless he doesn't pick her up until tomorrow morning. I think that it probably would have been better to charge him for her first night, when he left her there following the meet and greet. If you cannot reach him, I would contact Rover.