Each of the orlandes based gamebooks are pretty similar in structure, and they are all similarly replayable. The biggest difference is really just the story. If you are looking for one to start with then I would say just read through all the story synopses and grab the one that most piques your interest :-)
If you are an achievement collector, then the later books have more achievements. We got more and more ambitious with the achievements in the later books :-)
Gamebook Adventures 4: Revenant Rising is the first one I'd read/played, and it had everything I could ask for, and more. After I'd read that one I knew it was only a matter of time before I'd own pretty much everything put out by the Tin Man.