As someone who works for the company, Winners does well because of the prices and their "hunting" business model, although pricing can be questionable at times. You don't go to Winners to buy a cheap shirt, you go to Winners to buy a shirt that says "Tommy Hilfiger" on it for $29.99. But that shirt will probably be ugly or outlet-quality- and if it isn't, it's pretty much your lucky day, because 80% of the stuff is cheap tricks. But I've found some pretty amazing deals, you just need the eye for it.
There are also a lot more than 2 racks to look at depending on the department or store, and it depends on the season as well. There's usually four sections for each kind of article of clothing... Activewear, Contemporary ("higher-end" brands like Calvin Klein and funnily enough, Hudson's Bay-branded jeans), Regular and Clearance. If it's on clearance, it's for a reason (out of season or damaged). But like I said, you need to know what to look for.
Funny thing is, if there's nothing on the rack you like, there are customers who will end up finding something they didn't plan on anyway and buy it, and then drive to the next-closest Winners to keep hunting. Or they go and return it and find something they didn't know they wanted. That's what keeps Winners afloat. The "Thrill of the Find" as we say. But I agree, Winners is far more easier to browse in than an old-time department store. That helps things too I bet. But it's also the disorganization that lends to the success. If we had everything divided by brand like The Bay does (for the most part), well, we would have a lot of markdowns to do...