Obviously, the main argument against a $1 per month is the fact that you need to provide a lot of support. From my experience, this depends heavily on the target audience I guess, but I completely disagree. I ran a website for a couple of years without thinking about turning it into a business. Finally, shortly before I graduated, I decided that I need to make money from it, otherwise I can't sustain it any more. Ove…
For example, every day I'm dealing with someone who is convinced that the login system is broken. It's always user error, but it requires input from me pretty much every time, to the point of "here is a new temporary password. i've tested it and it works. please copy and paste it in"
Yes, we have an automated "forgot password" feature, but no matter how much automation you add there will always be people who avoid all that and demand personal attention.