Pluspunten
You'll have great teammates who truly care about and support each other, and the opportunity to work with some of the hottest companies in SaaS. It's a cool brand and looks good on a resume, and other SaaS employers will be intrigued by the fact that you worked for someone known as an industry thought leader. If you enjoy constantly moving goalposts, never feeling good enough or appreciated, being undermined by your boss and then blamed for the failures that he orchestrated, SaaStr is perfect for you.
Minpunten
You will quickly learn that you were lied to during your interviews, and a lot of what you know about SaaStr isn't real. If you can handle the lies, you'll be ok for a couple months. Then your performance will start to slip due to changing priorities, additional workload, high employee turnover, and surprise projects that the CEO throws at you. You'll be undersupported and denied budget while the workload continues to grow and the goals get more ambitious and farther away. As this happens, the CEO will turn against you. You will be subjected to endless quilt trips and emotional manipulation, he'll start tweeting about you negatively, he'll play games to make you feel like your job is at risk, and you'll be expected to jump at his every whim. The environment has been so toxic that every single former employee has QUIT. No one has been fired. Ever. Employee turnover appears to exceed 100% annually, and based on the stories from the team, it has at times been even higher with half the team quitting together in a huff. Things get so nasty between the team and CEO that multiple former employees have refused to be alone in a room with him without a mediator. One woman would hide around the corner when she saw him coming, waiting for teammates to tell her it was all clear so she could return to her desk. The CEO will sometimes ignore a team member for days, no reply to emails, meetings cancelled, and then they are still forced to sit through a mandatory team lunch with him on Friday. Truly painful to watch, and it sucks seeing a teammate subjected to such awful treatment. Miss a weekly meeting or take a vacation? You can expect to be undermined while out of the offuce, and the CEO will put your performance under a magnifying glass and job accusations in front of your teammates while you aren't there to defend yourself. Expect drama either during your vacation (which you are expected to work during!) or immediately upon return. Everyone knows this happens, so the team is reluctant to take any time off. Sick day? Doctor appointment? Don't expect any compassion here! "Adults don't get sick." And do not trust that any part of your comp package will remain unchanged. Your goals will be moved, your incentive pay and bonuses will be changed or denied, and the CEO will stand in the way of achieving any goal he sets for you that is directly tied to your compensation. Whether this is intentional or not, the result is that most employees leave feeling cheated and taken advantage of. Overall, working at SaaStr will likely be the worst experience of your entire career. You will learn a lot, but you could learn just as much without the insanity somewhere else.