Pros
The one good thing I can say about Progressive is that they do seem to be more sincere about embracing diversity than other companies I have worked for in the past. If that is something that is really important to you, and you live in an area where there are limited options, it might make sense to give Progressive a chance. Progressive is growing so there are a lot of promotion opportunities available.
Cons
Progressive's benefit package is just average for a large corporation. The amount of PTO (they do not have separate sick/vacation time) you get is also average. You have to "earn" the PTO before using it. Depending on your position you may have to work at least some holidays. When applying for other positions, there is a heavy emphasis on how well you interview, and interviews consist largely of STAR format questions. If you don't interview well, it may be difficult to move to a different position. This also leads to some people who interview really well being promoted that shouldn't. Most importantly, work/life balance is basically non-existent in this position. In most states this position is exempt (salaried) and I feel that Progressive takes advantage of this. It may be possible to complete all the work that needs to be done the way Progressive wants you to complete said work in 40 hours a week, but I don't know of anyone in my office, including those who have been in the position a long time, that can. I would say that at a minimum people are working at least 45 hours, most are working at least 50 hours and some are working 60+ hours a week. You can, theoretically, take less than 4 hours off in a day without using PTO since it is an exempt position, however they will continue to assign claims to you so you basically end up having to make up any non-PTO time off you take. Taking planned PTO is a hassle (at least in my region) because you have to personally find 3 co-workers to handle voicemails and such while you are gone. Additionally work that needs to be done on your claims while you are gone can be assigned to coworkers by you (or your supervisor if it is unplanned PTO), however everyone is so busy that you can expect to come back to a mountain of work after taking any PTO. Essentially, I feel that Progressive's PTO process discourages people from taking PTO, and Progressive gets the benefits of you being an exempt employee but you don't. Management talks about how they are trying to hire more people, but they are hiring at a rate where they are only replacing employees that have quit or been promoted so there is no end in sight to the work volume. The salary, at first glance, may seem to be good, but it isn't that great once you consider how many hours a week you are working. Likewise they do offer Gainshare, which is better than nothing, but it doesn't make up for the extra work.