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I think the main issue with upfront payment (regardless of the exact price) is that people aren't sure what to expect of WIP. It's not like a SaaS that solves a specific problem. For many people sharing their todos publicly already feels like an alien concept, so why would they start paying to do that?

I tried to combat that by providing existing members with invites to share that give 30-day access free-of-charge, but it hasn't been that effective at driving up memberships.

My current thesis is that part of the reason for that is it doesn't feel great giving away what's basically a free trial. But when it's actually giving someone access to something that's otherwise inaccessible, then I think it will hold a lot more value. So people would be more inclined to use invite someone, and those who get invited would value that invite more.

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