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gwern comments on Open thread, February 15-28, 2013 - Less Wrong Discussion
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I'd be a lot more willing to consider a somewhat larger single payment that gets me a lifetime subscription than a monthly fee. I'm pretty sure I don't want to deal with a monthly fee, even if it's $1, it feels like having to do the buying decision over and over again every month, but I can entertain dropping a one-off $20 for a lifetime subscription. Of course that'd only net less than two years worth of posts even for the $1 monthly price point, so this might not be such a great deal for you.
I wouldn't do a lifetime subscription simply because I know that there's a very high chance I would stop or the quality would go downhill at some point. Even if people were willing to trust me and pay upfront, I would still consider such a pricing strategy extremely dishonest.
How does an annual fee feel?
Better but still too long a promise for the start. (Interestingly, patio11 does seem to think that annual billing is more profitable than monthly.)