Pros
Good product. Company addressing a large market opportunity. Potentially, a future platform play. Some good folks working there too (platform, recruiting, customer success). Fun, youngish, sometimes borderline silly culture.
Cons
Getting very fat at the top. The company has too many VP's and above, enjoying rich compensation, which weighs down on the P&L. Sales, Biz Dev, Marketing,..you name it. Levie is too inexperienced and all over the map. Levin delegates down and manages up. Others have been there too long (grandfathered in despite their incompetency) or simply are playing politics as the company grows. None of the senior exec staff took responsibility for mistakes in timing and content on the S-1, rather focus on firing under the table and trimming, which is not a good sign long-term. Many customers state that they are now using Box just as cloud storage, which is a commodity. The company may see churn increase.