Vantaggi
So long as you're not caught in the slipstream of an "Eddie project" (one that has the CEO's personal attention) or working to shore up the always-crumbling edifice of a terribly coded website, this can be a flexible, low-key (sometimes excessively low-key) place to work. There's room for niche work, and in spite of all sorts of unnecessary technical constraints nobody (unless they're in Engineering) will actively keep you from doing the best work you can manage to do.
Svantaggi
There is no real Web strategy and no real technical leadership to speak of at Sears. The Web business is structured essentially as an internal agency and is powerless to set its own agenda; as a result we're whipsawed by retail units that don't understand Web work and don't care to learn, and that want things when they want them, quality or maintainability or any other long-range concern be damned. The company is a collection of competing fiefdoms, and everything runs from the top down; Eddie Lambert's arbitrariness and impatience infect all the executive layers below him. The result is organizational ADD.