Yeah, I think blog + discussion, and then edit, and then turn into a book (which people can download or if they want to buy from Amazon buy, etc.) makes the most sense.

A lawyer's input would be really helpful for some areas; I'm pretty confident from an entrepreneur's perspective, and from a technical perspective, but while I generally am aware of the laws which apply to me, I'm not qualified or credentialed to give anything approaching legal advice.

It would almost make more sense to do in the Founders at Work style, where you have a domain expert work on each checklist/chapter.