I've never owned an "investment bag" until a year ago. I decided to shell out some cash on an Onna Ehrlich bag (on sale, of course), and I never looked back. I tote the bag with me everyday, wherever I go and after almost a year, it's never fallen apart on me (I have a 6 month lifespan on purses)!
What I find is that when you do invest in a bag, you must keep in mind the following:
1) Purse-toting habits - How do you prefer to carry your purse? Do you like to keep one hand on the purse or would you rather go hands-free (this was true in my case, hence I needed a purse with a cross-body option). Do you use outside pockets to store keys, cell phones and other daily necessities? How much stuff do you tote around daily?
2) Lifestyle - Do you work in a corporate job or a more relaxed environment? Are you a stay-at-home mom? How versatile would you like the purse to be? In my case, I work in a casual work environment so I ensured that my everyday investment purse was professional enough for work yet casual enough for weekends.
3) What's your best neutral? Your best metal? - On my first investment bag, I had to purchase it in a neutral. In my case, it's good ol' black. it would've been better had the hardware been bright silver, but I was able to live with the gold hardware.
Of course, you dont' have to spend a lot of money for these purses. There are sites such as Hautelook that sells brand names for a bit less. I am sure there are other places you can shop at that many YLF'ers can recommend.
Good luck and let us know what you decide!
PS. I'm not a purse person - I only own 2 purses and 2 clutches. So yes - I am as picky as it gets with purses!