Daisy Whitney gave two examples of companies shifting from a free to paid model. I agree that “training the customers early to pay” is good advice, but I also like other model… give it away for free, then offer meaningful upsells. For instance, I’d probably pay for Tubemogul because it saves me the hassle of visiting a number of online sites to distribute and track my videos. Likewise, I just upped my YouSendIt account to a monthly fee… it’s got a 2 GB limit (and I was always just a little to bloated for the free one), and it remembers my e-mails.
So yes “train customers early to pay” but “free” is a good marketing tool. The trick is to develop value-add additions once you have a regular user base. Oh- and note Daisy’s focus is on B2B.
Charging for online-video content is not a good idea right now unless you’ve got INCREDIBLE content and a major following.