For me, it's mostly about what will get me the best price x quality x resale value.
Yes! This!
The most important thing to me is a combo of the style and quality. Unfortunately, though, it's hard to find the styles + quality I want unless I buy designer.
Then the next consideration is resale value. I don't keep any bags that I don't actively wear and love. So bags get sold. But, I have enough bags that even kept in the rotation, a bag may only get 10 - 20 wears before I sell it.
If it's a non designer bag, it may not be worth anything at that point. Certain designer bags hold a greater percentage of their value. So since I "flip" bags I try to buy luxury bags on sale or like new pre-owned, enjoy them and then when something else catches my fancy, sell for a good portion (or even the same amount or more!) of what I paid.
While I prefer "true" designer brands, I will buy a select few contemporary brands like a Dooney if I love it and it's good quality. But I have to stumble across them. I'm not ever actively looking for a contemporary designer's bag and I don't shop for handbags where they are stocked. And my friends are feast or famine with their bag selections. Half buy high end designer and the other half buy $20 value bags. So, I don't see people carrying the middle range of contemporary bags. So, by default, they usually don't hit my radar to be considered until someone unveils a to die for contemporary designer bag on TPF. Then I have to pounce and am THRILLED I got a great bag at a steal.
But, I have to admit. I am brand conscious enough to rule out some brands. I don't ever want to wear
Coach because its over saturated. I try to avoid Michael Kors because he's over saturated and derivative (though some of those knock offs are cute!) And, I wouldn't ever wear entry level end brands like Calvin Klein, Big Buddah, Liz Claiborne, Anne Klein, etc.. I wouldn't care what they looked like or if they were free. Silly? Maybe.
The way I look at it is anything I carry beyond a brown paper sack is vanity. So why not indulge myself and get the very best bag that is the intersection of love and comfortably affordable? If that is Chanel,
Prada or
Gucci for several thousand dollars, why not! It makes me happy!