One of the lessons I'm still learning about budget and 'wardrobe overhaul' is that my "sale goggles" don't do me any favours. I lost quite a bit of weight too, and needed all new clothes. Thing is, I kept shopping at Target, Kohl's and off-price stores and buying bags and bags of clothing - thinking I was getting a 'deal' because the prices were so good. The trouble (for me) was that I was blinded by the sale price and ended up buying *more* than I needed or wanted, and I also ended up making a lot of mistakes in the process.
I couldn't bring myself to buy something a bit nicer or a bit more expensive, because I felt like the "new me" wasn't real, and that maybe it wasn't stable or permanent - does that make sense? Also - in a weird way, I almost blamed myself for having gained a lot of weight in the first place, so I felt like I didn't "deserve" nice clothes.
Getting back to the "sale goggles" problem, consider this scenario:
I probably have on the order of 30+ pairs of jeans - priced anywhere from $15 to about $80. I didn't want to pay upwards of $200 for a pair of premium jeans, because that was "too expensive" and besides, I wasn't quite (ever) at goal weight anyway. Thing is - 30 x $50 is now $1500. Insane! I mean truly ridiculous, especially considering one of Angie's strongest shopping mantras - shop for the lifestyle and size you're in. My lifestyle means lots of jeans. So, I could have had two or three pairs of really fabulous premium jeans for 1/3 the cost of the umpteen "sale" jeans I ended up buying. So now I have way too many jeans, and most of them aren't quite right. Because I was being "penny wise and pound foolish", so to speak.
Meanwhile, in terms of overall budget strategies, I have since found it's much better to stalk "items" than stick to one particular store. Here are some of the things that work well for me:
#1 - when Angie posts a fab find, or blogs about the Nordstrom Anniversary sale, I put the things I'm interested in into my wish list on the Nordstrom site. I might buy one or two items at the time, but there's also a huge wish list there...I keep an eye on this, and buy when I am comfortable with the price and if the size I want is still available.
#2 - I also make use of Amazon's "universal wish list" function - you can put things from any store onto your Amazon wish list, and keep an eye on the price that way too.
#3 - Sometimes I find things on sites like 6pm dot com, MyHabit (Amazon flash sale site) and so on.
#4 - I'm not good at this, but I do try to go to my local Nordstrom Rack once in awhile and just look around. More often than not, I find things in-store at the Rack on sale for less than even the lowest price found on their website.
My very best suggestion is to avoid panic. Don't go doing what I did for months/years post weight-loss - shopping at discount stores and buying all kinds of things in a mad panic, because the prices are so low. I cannot tell you how many mistakes I made this way, and how much money I wasted (lots!).
Also - paying full price at stores like GAP for one workhorse item is far better than three pairs of 'so-so' pieces from Ross or what have you. This isn't to say you don't want to shop the discount stores too, just don't buy a whole bunch of stuff while wearing those "sale goggles." It's not the price, it's the piece. Seeing $6.99 doesn't make the piece any better, even though it might seem like it at the time. It's wonderful if you can find something fab for $6.99, but don't load up your cart or shopping bag with a whole bunch of "stuff" just because the deals are good.
Pick your pieces, and strike (buy) when the price is right for you. And yes, sometimes "full price" is totally worth it, even if it's just a bit more than you'd normally choose to spend -especially for a workhorse item or something that makes you incredibly happy.