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You could make it self hosted and help your customers find reliable hosting providers that have long term plans that will continue provide service after customer dies

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I think this is better off with me being a reliable source. Because what's the point if user dies and forgets to pay self hosting server bills? That will still be a huge responsibility for the user.

What about $2 per month to try, if the user likes they can move to $149 lifetime plan?

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