Pros
Used to be a great benefits package, but that has since gone downhill as a result of significant cost-cutting measures. Beautiful office downtown when you have the ability to visit. There are pockets of brilliant, kind people still at the company, but most of them are looking for new jobs.
Cons
I spent several years at Highspot in a critical role alongside some incredible people, and was fortunate to be a part of that $100M+ ARR growth story. It has been utterly devastating to watch the hubris of an incompetent exec team bring the company crashing down so swiftly in such a short amount of time. Instead of trying to course correct, leadership has doubled down on awful business decisions and continues to enable a culture of bigotry, nepotism, and bullying across the GTM and Products orgs. Behind the scenes there are barely any SMEs left across the company who understand/support core processes and procedures, and those who left are not being backfilled by FTEs but by outsourced workers in the Philippines and India - assuming they're being backfilled at all. The business is barely keeping it together with sticks and glue both from a Sales and Product perspective. Product innovation is non-existent relative to the competition because of execs who think they know everything after spending 20 years at MSFT. For anyone considering Highspot who thinks of themselves as talented, thoughtful, and ambitious - avoid this place; there is no upside to be found that's worth the agony you're going to experience.