When you look at a digitizing program, you want to look at the stitch processor. That's the "gravy" of the program.
I am a huge advocate of Wilcom. They brought back their Lettering version as well as their Lettering and Editing version for Embroidery Studio. All of their programs come with their Monogram Wizard module, editing limits are determined by level of software purchased. Plus they have a team name drop which is great for those huge runs of same graphic element, but different names. Huge advantage. Other programs have the name drop, but not setup like this one is.
The lowest version of Wilcom that I would suggest getting is DecoStudio GOLD and that's due to one input tool. Input A. Worth the extra money for that one tool. At least for me. It's an old digitizer's tool that's just great to have.
Monogram Wizard is a good program for it's price point. I hate the fact that they use Fonts and Alphabets interchangeably. They are not in terms of embroidery. They are very much different.
Another thing about Wilcom software, is that I can digitize ESA fonts that can be used in your program and take full advantage of the level of lettering module that you have in that program. Now, there are limitations in lettering with embroidery, but if you have a TTF font that you would having it digitized for embroidery, more then likely I can get it done for you. Much better then alphabets.