Pros
The majority of employees who are in the trenches are here because they believe in the company mission. Benefits and office perks are great - plenty of lunches and fun parties. If you are in engineering or creative, leadership will treat you moderately better than the other teams.
Cons
"Inauthentic" feels like the #1 leadership quality at this meditation company. Be very wary of what the CEO and CFO say: Subscriber engagement? Quality of data? Financials? Career path? Vision? Answer: "We are hoping to have this solved in a few months once we've hired another set of consultants." Then they'll ignore you until they find some unsuspecting new hire/investor to help "increase the help and happiness of the world". The VPs appear to be completely powerless and leadership ensures they remain impotent. If you are hired to "manage" a team at Headspace, be prepared to have an inherent lack of trust from your direct reports since you're an emperor with no clothes. This is not a company that advances employees internally. The current employee off-boarding process does not resemble anything close to the company value of "kindness". Gender issues are vaguely addressed but no material action is taken.