I've since grown up, but I used to be one of those have-a-garage-sale-quit-your-job-and-move-across-the-country-because-you-feel-like-it types. In my last starting from scratch venture, I was (of course) broke and bought an 10" cast iron skillet for about $5.97 from Family Dollar. That was about five years ago and I still use it nearly every day - in fact, I usually leave it on the stove rather than putting it away just to drag it back out a few hours later.
What's yours? Let's go with a $10 maximum.