Pros
It's a subsidiary of Allstate - Healthcare, Generous PTO, Nicely manicured suburban campus in Northbrook, Decent opportunities to move out of this subsidiary to other business units of the parent. That's where the pros end.
Cons
The Senior Leadership Team is dysfunctional. They lack cohesion, focus and direction and this trickles downstream. There is often infighting and battles over resources and priorities. This is largely because of turnover of the most senior leader (3 presidents in 3 years). Most of the middle managers do a good job keeping the pressure of not being profitable off their people, but if you are unlucky and get stuck with the bad ones, run as fast as you can as far as you can to a new organization. The broader enterprise does not want to invest in better technology - there are not efficient systems. Canned technology that is tweaked might be a better route than the spend on poorly executed technology projects that last for years when other orgs in peer class could execute similar high priority, large scale projects on 6-9 month scale if appropriately staffed and managed using lean or agile methodology. So if you like working in poorly run, dysfunctional organizations that have not turned a profit in years, this is your place. Otherwise there are thousands of jobs in the greater Chicago area, including at Allstate.