Matthew,
I think that you're probably right about Riddick. He should have sought legal advice before he did anything, too.
The type of product that Riddick's Imageline sells appears to be of the type that was more popular about 12 -15 years ago. I don't mean this as any kind of insult. When people had much less bandwidth and things took a long time to download, "vector" type clipart could be made into GIFs that were of extremely small file size. These days bandwidth is much less of an issue, with photographic or sophisticated graphic art taking precedence. He's probably seen the value and market of whatever collection that he has shrink greatly. That is no excuse for his actions, of course. Perhaps, he should have changed with the times?
I think that Riddick's actions may already have damaged the reputation of the stock image industry as a whole. Many companies and individuals are getting wind of the "extortion letter" schemes. People that are well-read on the subject may recognize that some companies are much worse than others in their tactics. But, the average person who hears about what's going on would likely think to themselves, "look at what these scamming stock image companies are doing!" They're just thinking of the "industry" as a whole, unless they dig further (and how many people actually take the time to research it?). In such cases, some damage has been done. How many of these people were potential customers is anyone's guess.
I'm surprised that some of the news media hasn't picked up on the "extortion letter" schemes yet. I'm tempted to approach a few news-magazine style shows, and I'd love to see some cameras and a reporter stop by the offices of Getty, Masterfile, or whatever dank swamp Riddick lives in.
I'm a lot like you, I think. I can tell you that when a situation like yours arose, I fought them every step of the way like an immovable object. Of course, there's always a possibly that they could have won, but they would have had to go through every single step of a very annoying and torturous route, and I made that clear. I'd never just "give" them anything just because I got few letters and calls. They should "prove their case", and if they can't actually go to court, then they can't be very confident in their position.
You and Oscar have definitely set up a great resource!! There's nobody else to turn to; nobody else took the time to do it. How many people have stopped having so many sleepless nights after coming to the site - we may never really know. But, it's probably a significant number of people. No wonder the site's so popular. Thank you!!
S.