I'm in a very similar situation to Andrew. (We've spoken over email a bunch, but for the sake of furthering this discussion, I'm just going to make this public.

I'm in a very similar situation to Andrew. (We've spoken over email a bunch, but for the sake of furthering this discussion, I'm just going to make this public.) I'm also doing a video interview series, albeit on a smaller scale and even more niche (on getting traction). I plan on ramping this up significantly over the next few months, and eventually doing other niches I think will be valuable to this crowd. I also don't need the money, but I agree with Andrew that it sets an example and it creates a seriousness in the project (whereas with a hobby you can get lazy, which I have certainly been). However, my core motivation (and I think Andrew's as well) is to help aspiring entrepreneurs. To do that, I think you want as wide an audience as possible on the videos. There is an empirical question here that is unanswered: whether a paywall will actually increase video usage or not. Andrew will be able to answer that shortly, but I suspect it will not increase usage of the older content. This is why I've made the decision to keep all interviews online and free. Instead any monetization will be done by books and/or DVDs. So here's one more possible trajectory for you: 1) Segment your interviews into sub-niches. 2) Get good transcripts. 3) Add synthesis and commentary around each sub-niche. 4) Sell books/dvds around each sub-niche. 5) Post the full transcript on each video page to get random SEO traffic. 6) Upsell your books/dvds (but not annoyingly). Yes, I realize a lot of the book value will be on the Web (in both video and text form). But I think people will still buy your books.