Great product, very poor upper-level management.
Pros
Great product. Outshines the competition. Has amazing brand recognition. Backed by tier 1 investors. Freemium to paid-for is a great model, easy to find prospective customers, a bit of a challenge to sell enterprise-wide.
Cons
Upper-level mgt has little to no respect for field sales. However, the biggest issue is that there are far too many reps in the geo territories. The model is basically, one to two reps make all the money, the majority struggle, and a few at the bottom starve...and either quit or are put on plan. Understandably, Box is in an extremely crowded market, so it requires an inordinately high number of reps on the street to overcome all the competitive noise, but in the end, it's the reps who struggle to make it work.