Pros
In my time at Packback, I've seen them go from a mid-stage startup to an acquired company. In that time they have grown their benefit offerings, promoted people to leadership internally, expand their product offerings intentionally (through the AI boom mind you), and maintained a values-based culture of honest feedback and growth. People from each and every department are genuinely kind and extremely capable. Almost every team has a former educator in it (the CEO herself was an internal hire with an educator background), which makes for a strong mission-driven culture and empathetic and growth-oriented space. In general, leadership is very capable and pretty trusted. The CEO in particular is the most genuine, driven, and adept individual they could have chosen after replacing the original CEO, and I trust her judgement and direction with the company.
Cons
Leadership is cycled through pretty quickly these days, and making a habit of outside hires. "The Board" used to feel like a silent shadow advising the cofounders, and now feels like an ever-present looming figure behind all prominent decisions. The company is going through a lot of changes right now as they were acquired by a PE earlier this year, most notably in leadership positions. It's a bit jarring for the folks who've been here for a while.