Pros
* there are a lot of inspiring long timers who almost all have genuine enthusiasm, patience and deep domain knowledge. These people are inspiring * Shopify's stated goal is more or less its actual goal. It makes money when its merchants prosper. * it's fun when you can ship something that will operate at this scale
Cons
* we seem to be losing our long timers * company seems too big to have interesting culture * constant cheerleading, internal marketing/spin and hype * no bad news ever reported * not as rigorous about internal fairness (including fairness for marginalized groups) as is advertised * the company is trending towards the default social conservativism of "you can believe whatever you want, but you can't talk about it at work" - the sort of thing that works out great for the overwhelming white, male leadership