Vantaggi
OpenVPN's a great place to work. You get to work in a really competitive and interesting category, and due to the nature of the company you have a lot of freedom and ownership over the work you do.
The CEO is very committed to the growth and success of the company and places a lot of trust in his teams to deliver. There is a lot of clarity on goals and objectives, and investment is available for new channels, tactics, and projects if it's anticipated to move the needle.
There's also a lot of collaboration and everyone "rows in the same direction", which is great to know that everyone is coming from the same goals.
Culturally, there is a strong focus on testing and iteration. Less "sit in an office and brainstorm for 6 months" and more "hey we think this might work, let's test and see what happens". Very growth oriented.
Outside of that -- great pay and benefits, flexible PTO, and fully distributed. What's not to like?
Svantaggi
Despite being a 20-year old company it operates culturally like an early-stage company which isn't always a good fit for everyone. Lots of urgency, expectation of coming to the table with ideas, and lots of visibility (i.e. no flying under the radar). If you enjoy and are energized by that sort of environment then it's a great place to work.