Network Effects And Scale Economies (aka Spolsky vs. Heinemeier)
continuations.com
continuations.com
(a) more people have run into the same problems as you, and have either posted their own solutions or pressured the company into fixing them (b) more people may have built extensions on the product (c) more people may have written helpful tutorials on the product (d) more people will know what you're talking about when you speak in the product's language.
I think there needs to be more 'marketing' around the idea of simple software that's easy to use and doesn't screw up. Not enough people really appreciate these things in the quest for more features.
For instance, a cheap land line style phone is basically completely worthless without a phone network to hook it up to - the value is entirely in the network. You'll get some small benefits out of your bug tracker having more users, but they don't seem all that large when compared with more network-centric products like eBay or facebook.
Take Microsoft Windows for example. Regardless of its own intrinsic value, I think that a lot of people would chose it over, say, a Mac (or Linux) purely based on their own social network, due to the ease of which they might be able to get help and share experiences. The opposite is also probably true (if everyone you know uses a Mac, you'd be more inclined to use one yourself).
For those that like what some other OS has to offer, and they aren't afraid of figuring things out for themselves, then they would go with that regardless of any network effect, because they're more interested in the value of the product itself.
Does anybody know what fogbugz-competitor product Joel is referring to?
UPDATE: probably jira.