I find this article a bit disappointing compare to earlier ones from the same blog.
To summarize my dislike, I find the premise that:
1. Trying to get free as in beer CPanel style service while using Tor for your own privacy and wanting family to accept unsigned certificates as a sign of trust in you. The innapropriate trust is in a hosting company with an unclear business model which can include relying on grey areas to sell MITM access to a 3rd party for injection of spyware downloads.
I find this markedly worse than the pre-existing standard:
2. Forcing friends and family to accept your preferred large provider for file sharing or photos that is probably giving you several gb for free and has some reputation to maintain for their freemium upsell.
I would have preferred:
3. Using classic shell access ~/public_html from some small UNIX community or other non commercial site.
4. Using more unusual setups to introduce friends and family to p2p networks, filesystems and similar.