Pros
You can experience sitcom-level dysfunction first hand. For younger professionals, you can spend several years building a lifelong appreciation for due process, real leadership, and mutual respect, which are all things you will not find at the current version of MicroStrategy.
Cons
Product leads, VIPs and the C-suite are all afraid of the CEO, who is demonstrative at best and unstable at his worst. Saylor will scream about one piece of functionality in a Monday meeting and then berate you for not making progress in the exact opposite direction by Thursday. With his totalitarian approach co-opted by other Executive leaders, anyone below Senior VP is marginalized to point of non-existence and ANYONE who disagrees with Saylor's tone (combative), approach (seat of the pants) or vision (I wrote a book so now we have to make it visionary) is fired.