From a strictly financial perspective, you'll probably have a better return on your investment buying one of these brands than you would playing the stock market. Seriously, it's even been investigated by Bag Hunter and the The New York Times explored the lucrative industry of pawning and selling a Hermes Birkin and other designer handbags.
IF you can get your hands on a $10K+ Birkin handbag, chances are you can get almost double on the resell market. You read that right, DOUBLE. Problem is, getting your hands on the most coveted Hermes bags is no easy feat. The brand only sells their most popular bags (The Constance, Birkin, and Kelly) to their most loyal customers, which means you have to have an established purchase history just to be given the chance.
Chanel's classic quilted handbags survive the test of time, both because of their quality craftsmanship and timeless design. In store a quilted Caviar chain bag retails for just around $5k and if you check out retail sites, chances are they're just around the same price when in pristine condition. Just be careful, there are a lot of sites out there selling counterfeit bags.
Louis Vuitton is another example of a great investment brand because the brand NEVER goes on sale. Like ever. It's against company policy and they *supposedly* used to burn any items that didn't sell.
Now if $5k and $10k price tags aren't even close to your budget, Supreme might be your investment opportunity. Their prices can start well under $100 and resell for way, way, way more! Netflix's Patriot Act did a phenomenal job of breaking down the absolute absurdity of the Supreme resell market.
Check out The Real Real for some awesome pre-owned designs (that are *verified*) by these very brands.