Companies tend to be the same way, learning along the way and maturing, especially when it comes to business processes and risk-related parts of the business.
It's entirely possible that the Dropbox of 2016 isn't like the Dropbox of five years ago in many concrete ways. For example, they could have hired new people, improved testing and release processes, and become more serious about engineering discipline.
Many startups early-on make dumb mistakes and go on to great success and professionalization, but we should have both empathy and forgiveness for them in the long term. Dropbox has recently demonstrated a focused attention on large scale, challenging engineering projects (building a replacement for S3 in-house from scratch, writing kernel extensions, etc) and a reasonable observer might conclude that they've learned from the mistakes of 2011.