I found this show fascinating, both were really interesting topics, and well discussed. Well done.
For me, all my data is completely inaccessible via encrypted hard drive and backups, and, at least at the moment, will stay that way when I die. I have made no plans about this, and being 17, hope it doesn't happen for a while.
I like Bryan's Cron job though, maybe that combined with the treasure hunt clues? I think a Twitter password is a horrible prize, as all tweeted content is public, and why would anyone else want the ability to tweet to my 35 followers? The whole idea of handing over the passwords to online accounts seems ridiculous, unless your talking cloud storage or email.
I think it is far more useful to give you family a data dump of complete backups like Byran does. This may well include online accounts in the form of achieved emails or password manager files (have some mechanism for auto decrypting these.)
The other concern of digital assets is that it is highly probable that in the future most if not all people will store a major portion of there money digitally, in the form of Bitcoin, or something else that hasn't yet been invented. This will make wills a thing of the past for disputing money as unless some mechanism is put in place, no one will be able to get it, no matter what the will says.
As far as CCTV; public space, do whatever. As long as that doesn't infringe on people's right to privacy in there own private spaces. Yes they need to be used correctly, and there should be an accountably system for that. However anyone can stand in a public space and watch you, why is CCTV different, it just saves the cost of ground staff. A limit of say 1 CCTV camera per 50m^2 or something similar could be an option keep them effective while negating the creepy aspect.