Pros
Spiceworks is a great place to get your first job out of college: there is beer; you become best friends with your co-workers; you feel part of something. After about 6 months, the orange kool-aid WILL wear off and you will realize that you are are just a disposable worker doing mindless work. You'll just keep reminding yourself, "oh but I went through the infamous interview process -- so I'm pretty cool, right? This will be fun again one day"
Cons
Pay is lower than industry for most positions. Leadership doesn't know what they are doing in the sales and media operations departments. Lots of new middle manangemnet. The "OMG THIS IS THE BEST COMPANY EVERY AND WE ARE ALL SO AWESOME" culture has shifted since Jay Hallberg took over -- marketing and parts of engineering teams seem to be the only ones still drinking the kool-aid. The product isn't very good and the company inflates every usage stat. There was talk 2 years ago about IPO -- no longer.... Notice how all of the cool tech companies in Austin are downtown? Well...Spiceworks is off the parking lot that is Loop 360. Wanna meet your friends for happy hour off Rainey? Get ready for a 45 minute drive. No bus options, good luck riding your bike unless you want to get hit. Still no 401k match. Spiceworks is no longer a "start-up" -- a 401K match is a basic benefit for most other companies at Spiceworks' level.