Pros
Probably the only credible and interesting technology play in the entirety of the logistics industry. Many very experienced and knowledgeable people (used to?) work there. Most people are oriented towards action, getting things done, helping, and sharing what they know. Work-life balance was always good with minimal on-call and most people respecting nights, weekends, and vacations.
Cons
Management shake-ups have been fast and violent for the last two years, resulting in multiple rounds of layoffs. The remaining employees seem overwhelmed and overworked just trying to keep the lights on, much less develop anything new or support the CEO's ever-changing radical vision. I can't honestly recommend that any technical person go here to work or learn as the company has now found itself buried in so much technical debt that it's going to be difficult, if not impossible, to deliver on the promise of Flexport (automation and a great UX, at scale). There is a high likelihood that you end up maintaining a system for which no experts exist, is very complicated, and is inexplicably mission critical. Only join if you want to be part of a comeback story or you're an expert at pumping air into life rafts. Amazon's politics were brought in with the last CEO and have proven impossible to root out.