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I draw this strip, or these strips called Headville (so far Winter & Spring (don't click Spring if you're in the Mini-Zine Swap!)), and last night on a whim I Googled "Headville". I guess I thought the only results would be mine, but it turns out there are other things with that name.
As far as I can tell it doesn't exist anymore, but apparently there was a place called Headville in Vermont, as evidenced by the postmark on this postcard. There's also Headville Grain & Feed in Kansas (not Headville, KS, though). The business info site identifies itself as "a D&B Company", which I guess stands for "Dun & Bradstreet," but is also a common abbreviation for "Drum & Bass," a type of music I've enjoyed for years. Then there's Headville, LLC in Colorado. That site gives no indication what they do so I was totally going to call them, but I Googled instead and found their Twitter, which tells me that it's not only "a high quality smoke shop", but also has "locally made tees, jewelry, ceramics, and fine art."
The thing with the most results was Headville, which as far as I can tell from skimming their uninformative, script-requiring page and other search results, is some sort of video mystery puzzle. But the best result so far was a track by Isness called "In Headville" - I like it pretty well and It's not a bad fit for the comic, so now there's a soundtrack to listen to while reading Headville comics!