Where to start. You'll hear DigitalOcean touting a people first culture. The truth is that saying or writing out culture over and over doesn't make it true. DigitalOcean has had more turnover in the top of the organization due to the remaining two founders who are brilliant but ineffective at organizational planning and leadership. They have clear ideas on what they would like to get done but fail to understand how to manage people in order for those ideas to become reality. If you find yourself in disagreement with them you had better hope that you are related to the founders or your career at DigitalOcean will be short lived.
Search LinkedIn for prior DigitalOcean employees and you'll find your search is littered with employees in upper level management and C suite roles. Here is a non-comprehensive list of positions that have left, been demoted or were exited from the organization during the last 2 years: CMO, CFO, VP of Security, 2 directors of marketing, director of networking, director of FP&A, controller, creative director, manager of talent development, multiple product managers, brand design manager. The entire finance team exited the organization during 2016 from analysts to CFO.
I judge companies not on what they say but what they do. Unfortunately for DigitalOcean the actions do not bode well for the company.