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If it's your first, you don't know the best practices. You are going to have to learn how to build this which is going to be time consuming and unpredictable because you don't have the experience to anticipate what can happen.
Many first timers get the first version of the site built, but they make choices (for lack of experience) that keep the solution from supporting them long term. They then have expensive rebuilds to revisit mistakes from their past.
You need to get results fast and inexperience stands in the way of that. Trying it the first time keeps you from being to effectively predict the time it will take to get your solution build quickly and on a predictable schedule.
Our team builds 3 to 4 membership sites a month. We've package the seven things we've seen new website developers make that most stand it the way of their building their membership site successfully.
Each of the seven "things" can be covered in less than five-minute so you can learn each one quickly.
Each "thing" consists of easy to follow instructions with videos to make it easy to grasp the concepts.
Provide plenty of examples so you can learn from seeing how the concepts are used on real functioning sites.