Before this winter my shopping strategy for years was to go to Marshalls 2 to 3x a year, try on a ton of clothes, bring home maybe 10-20 items, and then return 3-6 of them the next day. Because I wasn't really paying attention to clothes at retail in the meantime (although I noticed street style), there was a process of coming up to speed with new styles and experimenting that had to all get packed into that shopping trip. Also I didn't have anyone who could give me a second opinion on a new look, cut, or color until I got home. I always was careful to be polite, friendly and patient with the SA, and try the best I could not to make more work for them - and go shopping during a slow weekday morning, but I was trying on maybe 30 items in the dressing room at one time...
Now I'm being more intentional about building a wardrobe, and am taking more time in the process. Part of it also is that I need to make my dollar stretch further to try new looks/more variety, so I shop differently. (I also now have the luxury of setting my own schedule, which I know gives me much more flexibility during the week). Now I do a circuit of Ross/Marshalls/T.J.Maxx stores a couple of times a week during weekday mornings, and ONLY look at their clearance racks, shoes, and bags. I also often hit Macy's on Friday mornings, when their highest weekend sales discounts are in effect and the store isn't busy - again ONLY looking at clearance. For thrift stores, I'm learning from E and basically searching for Merino wool and cashmere sweaters - or interesting skirts, if I go there.
I end up buying a lot less, maybe one item per shopping trip to three stores, but that item is heavily discounted, and usually fills a specific wardrobe hole. It's also been interesting to get an idea of the rhythm of markdowns (at one local Marshalls some leather Fossil bags made it down to 29$ apiece.) I don't think this way of shopping is sustainable, I'm reaching the point where I'm pretty much set for the next several months and need to be running around less often, but for a short time it's been very useful. Oh, and the sales assistants (at Macy's in particular) recognize me now. But I always make an effort to be cheerful and complimentary, and thank them a lot, so I don't think they mind the fact that I'm constantly haunting their store
It's interesting the different impressions of Macy's. I like them, and find a lot more variety there than at my Nordstroms (where I love the items, but they are never ever in my price range except at the Rack).