Pros
Exciting company to work for. Always doing new and cool things in the sports software world. Great engineering managers and leaders. Lots of freedom to do things your own way (when you find time). "Agile" isn't just a sometimes thing here. They practice it well and do it right. The engineering teams are well-coordinated and gel nicely. Everyone is at least courteously friendly.
Cons
The company lacks vision - or rather, lacks the ability to share and align their vision among their employees. Executive leadership works in a silo and is not very transparent - even when they think they are. Communication is abysmal. CONSTANT unexpected layoffs really bring morale down. Lackluster benefits. Very few perks. Office space is meh. Decorated alright and arranged nicely, but there's nothing fun to do after hours or on breaks. When snacks do get put out, they're gone within a few hours (likely to whoever stashed them in their file cabinet). Stack Sports is still (3 years later) a collection of purchased software companies that have no collaboration across teams and very few people know people outside of their original company/product.