For four days, I've been doing research. There are a few leather items I've been wanting to buy -- a little something for Mr. A, a few accessories for friends, and one special piece for a friend who's about to celebrate a birthday, graduation, and a promotion.
In Florence over the course of three days, after concluding that the leather sellers at the market by my hotel were way overpriced, I talked to people on the street to find out the best place for such a purchase.
I asked four people and got four answers:
1) Waiter, eyes flashing greedily (ok, not really, but wouldn't it be cool if they did?) "Go to Luca and tell him Antonio sent you. His booth is two streets down, hang a left, first right, halfway down the alley, by the bar, on the right. You can't miss it. Make sure to tell him I sent you. He will make you a special price."
2) Real estate agent: "There's a leather school near Santa Croce where you can probably find better prices."
4) American tourist by the leather school: "The leather school is totally overrated. I spent 250 euros on a bag. I just bought it because I spent nothing in Florence and so I had to buy something. Definitely not the 50 euro artisanal steal. Keep looking."
3) Shopkeeper with an antique bike and nerdy glasses: "San Lorenzo has a good leather market. You could explore that. But all these merchants are going to overcharge. The quality sucks, the patterns are outdated, and you're not going to find a good product for a good price. Be prepared to overpay for something equivalent to what you have in your home country. Florentine leather is a myth."
Over the course of four days, I shopped in one store and about three street stands, all with different prices and willingness to bargain.
I got two wallets for 20 euros instead of 30, by shamelessly flirting. I whacked off 2 euros from a different stand, by claiming the dollar was weak. I tried to bargain down a purse in a store but failed. Still bought it, because it was gorgeous, and something I think the recipient will like.
That was yesterday. I'm writing this all today, since today is the culmination of so many days of leather hunting.

And here, in Pisa, the dilemma of "where to get the best price" suddenly melted away. Because I came across a merchant with products so exquisite that were completely worth every cent. I did try to negotiate, but the woman was firm, confident. People were crowding behind me to grab the things I put down. Clearly, this was the place to shop.
In all, over four days, I saved about 12 euros on a handful of wallets.