I'm going to be away for a work conference and bringing my dog. Has anyone ever found a sitter that can pick up your pup for daycare (at an added expense of course)?
Yes, some sitter offer pick up as an added service. If a sitter who doesn't offer it seems like a good match, just ask. It may be an oversight or a service offered to select daycare and/or overnight stays booked, as an exception/case by case basis - especially if this is going to be a long term repeat need.
I'd suggest narrowing your interest in the search bar down to Daycare, then contact a few people within the area you'll be located. Available in the additional services under their rates on the sitter's page is a list of provided services offered. It'll be listed as "Drop-off and pick-up" below the Daycare rate. You should be able to discuss it with your desired sitter when contacting them regarding your inquiry, they'll be able to accommodate you if not listed within their services.