What does the software or service do well? Hostwinds hosting space is by far the best out there beating its competitors noticeably. So far, support has been good and they've gotten back to me within half a day.
What does the software or service not do well? Very good host.
What do you wish you had known about the software or service before using? Just contact them directly before signing up and check out the forums for discount codes. They give you features for which you can get familiar with in time when your ready to get serious.