I only do a little of this, but found free trials to be very helpful in choosing which product works the best for me.
Buzz and Designer's Gallery are a couple that I can think of with free trials. I believe Buzz is the less expensive. Embird has a free trial too, but I am not sure digitizing is included.
I use PE Design V6, it was a gift although I was leaning toward Buzz at the time. PE Design works very well, but for me, it is too time consuming......outlining, scanning, editing....the last thing I did was to digitize a bubble design* to coordinate with the print in a fabric I was using and it took me about 2 hours.....but then I am very much the novice.
When you and your friend find the right product, please post a review. I, for one, love to learn all about the different programs.......just don't have time to try them all.
Best wishes, and good luck in your search.
* Picture of the digitized bubbles -
http://i222.photobucket.com/albums/dd253/pattiann42/100_0676.jpg