Hi Josh,
I think that doing something as important as creating a new life (or more than 20 of them) is a thing to not go into without fully considering everything, so I am glad you are asking questions about the possibility before actually doing this, however, you really need to fully understand what you are taking on, and why you think it would be a good idea, before going any further. I would suggest reading a proper care book that includes in depth information about breeding, and, as another step, researching about this on the internet.
Have a look at this HC sticky about breeding which tells you just some of the things you need to consider.
http://www.hamstercentral.com/forum/viewtopic.php?t=415
I wouldn't want you to breed without fully understanding the possible problems and either ending up with a houseful of hamsters you cannot re-home or ending up without your much loved Mummy hamster because the pregnancy has gone wrong!