I don't know whether this will be the eventual solution vs. ZenCoder (or something similar) and S3, but this certainly seems like a potential option.
I'm saying that from a relatively small business that is looking to do more video perspective. I'm small enough to be able to host this myself with my own player and not have problems, and not large enough to see the value in $20 or $50 a month. I could see doing the free trial, but 1 video makes it not seem as attractive to me.
If I were you I'd consider doing the trial for a certain number of views instead of the 1 video - that way your true functionality grows with the views (and value) coming to the business. If it were 5000 views a month or something then I get to use the cue up features, see the analytics, etc, but when I'm doing xxxx number of views a month on the videos then I'm more likely to drop the money and convert to a paid plan.
Anyway, just my opinion, but I doubt my monthly small business video hosting will ever be nearing the cost of my invoicing system...