I am hoping to increase the prestige of my wardrobe through buying high end clothing. The only issue is each item at a quality brand (Peter Millar, Drakes, Rhone, etc) is $300 per item. Does a wardrobe overhaul really cost $10k+? I can afford it but I grew up living very cheap and saving money so it feels unusual.
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Would highly recommend The RealReal for certain items, can get great deals on expensive items like jackets, shoes, ties.
Second, don’t have to buy it all at once. Buy items as needed or when you see something you love. If you mass purchase, you’ll probably buy only things you “like” and wear a handful of times
Poshmark and/or eBay are your friends. Learn to use them. Great deals to be found on even new items that people can't return for whatever reason.
Don't confuse an overhaul of your wardrobe with a requirement to buy nothing but name brands. That's a part of it but more important is how you "structure" your wardrobe and resulting look. So take the time to think about what you want to do and what you want your wardrobe to say about you. And then combine that for classic looks that don't always have to be expensive. For example, I've always said that a white shirt and a Brooks Brothers tie can make anyone looks good. You put that on Quasimodo and he's going to look good. The tie can be quality, the white shirt does not have to be (and Brooks Brothers ties go on sale all the time). Not the look you're going for, thats OK, just pick one and build around that. For me, I gravitate to American men's designers (BB, RL, AE, etc). If I know that's what I'm going after, then I can buy strategically with sales or BOGOs and most stuff from the same designer will easily match with each other.
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