Ask What are the biggest challenges in running a membership site?

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I'm thinking about starting a membership site but I have no idea what to expect while expecting. What makes running one difficult especially for someone who is just getting started? Is it keeping members engaged, handling payments, or something else? I don't want to jump in without knowing the biggest struggles. If you have experience, I'd love to hear what challenges you've faced and how you handled them. I want to be prepared before I start. What are the biggest challenges in running a membership site?