Caveat emptor!
One important thing to remember that the folks at Priority Pass customer service don't tell you when you sign up is that you can't upgrade in the middle of a membership year.
Say you sign up for the Standard membership ($99 + $27/entry, no free entries). If you change jobs, requiring a significantly higher amount of travel and need to upgrade to their Standard Plus membership ($249 + 10 entries + $27/entry after 10), you're just out of luck.
The refuse to accept, for example, the difference between $249 and $99 to upgrade. They also refuse to offer a pro-rated upgrade as well.
Not very accomodating in the current economic climate.