Personally, I dislike all "piggyback" units, regardless of make or application. Yes, they work, but I can't help but look at them as something of a makeshift solution as opposed to a "proper" remap.
The Harley Super Tuner, which can re-map the stock computer, runs about $450 for an unused setup (including software and cables) on everyone's favorite auction site, which is only about $100 more than a power commander III and the Super Tuner will allow complete tuning rather than limited adjustment within certain ranges. The factory tuner can adjust everything, but a piggyback is necessarily limited. I'm always of the "if you're going to do it, do it all the way" persuasion.
ZV
Everything has good points and bad. The SERT can indeed adjust everything in the Harley ECM, but you still need a dyno to do it right. So that $450 SERT actually costs $750. If you make any other changes, it's back to the dyno. It's an excellent tool, but I wouldn't buy anything that didn't come with wide band O2 sensors. He could also install an aftermarket ECM (ThunderMax) that has wide band O2 sensors, and have all the control that comes with the SERT, and a bike that tunes itself, cost is around $1000, and you can change anything whenever you want without needing a dyno tune. The other big plus of the self tuners is that your bike always runs great, whereas bikes with a static map are subject performance degradation due to environmental changes. He could use the MasterTune, it's around $450, does everything the SERT will do, including a tune that's every bit as good as a dyno, but it takes a lot of time riding around with a laptop plugged into your bike to build the VE tables you need to tune it. Of the add on boxes, the PC-V is hands down the most robust unit, it self tunes, you can run 2 different maps and switch while riding, and you can add a screen that provides a wealth of information about how your bike is running. It is an add on unit, but it's a very robust add on unit that has a proven history of performance and dependability.
If he just want's his bike to run pretty good, the PC-III and a downloaded map will do the trick, there are hundreds of maps for the air cooled Harley's floating around, I'm sure he can find one that's good enough. At $150, it's pretty hard to beat the price.