<<Bailey has been in heat for over two weeks now and this is her first heat so we're waiting for the second before we try to mate them. >>
Weeeelll...heat cycles typically last 4 weeks. He will be a mess from the time she is at the peak of estrous until the about two weeks after.
You would be wise to wait and not breed your bitch until she is old enough to have had her hips OFA'd (two years old) and have had both parents DNA Fanconi tested, and have both parents eyes evaluatated for inhertited disease.
Is there a reason you want to breed basenjis? To be a responsible breeder (and not simply contributing to pet overpopulation) you need to be a student of the breed, and know about and screen for inherited diseases in your breed. You need to carefully screen potential homes for puppies so that you don't end up creating puppies that will suffer in shelters and/or negelectful homes. Basenjis are not an easy breed to find homes for. You need to be especially concerned with temperament with the parents.
There are several threads here about what makes a responsible breeder, and how much it costs to breed a litter in a responsible fashion. It might benefit you to read these threads.