Pros
There are some really bright people that are part of this organization. In the last couple years there has been an influx of top-tier talent brought in at top dollar to help try to drive Lands' End into the future. There are some exceptionally bright people that work in certain pockets. Work/life balance is pretty good in most areas of the company. They are pretty flexible with family schedules, and they have a lot of nice perks for employees like the fitness center. Oh, and they are a casual shop, though this really means 'dress-up-how-you-want-to' on the creative side of the business.
Cons
Things looked hopeful with a spinoff from Sears, but the upper management turmoil that has gone on for the last few years has left the company tailspun and floundering. Especially in the IT department, the influx of new talent and their ideas are met with violent opposition from the old school. It's very much the case of worlds colliding, past and future. They don't invest in professional development AT ALL. They expect any learning to be done on your own time and dollar, so it's no shock that a lot of people are really old school in their skill sets and management styles. The hangover from Sears and the layoff days is still around, and the mass exodus of the more market-attractive roles attests to the curmudgeon culture. If you haven't stewed in the cranky, antiquated, complacent environment for most of your career, as so many still there have, the IT culture is pretty hard to tolerate long-term. Progressive management is not a thing over there. Not all parts of the business are that bad, but things are not looking good.