A membership needs a genuinely different value, not just a paywall
Putting existing free-tier content behind a paywall rarely converts well. A membership tends to succeed when it offers something structurally different from the free content: direct access, a real community, deeper or more specific material a general audience does not need.
A small, genuinely engaged group beats a large, passive one
A membership community's real value often comes from interaction between members, not only access to the creator. A smaller, more engaged group tends to sustain itself better, and feel more valuable to members, than a larger one where most people are passive.
Consistency matters more here than almost anywhere else
Members are paying on an ongoing basis, so inconsistent delivery of content, engagement, or community activity is one of the fastest ways to lose them. A modest commitment kept up reliably retains members better than an ambitious one that cannot be sustained.
Test the concept before building a large amount of infrastructure
A simple, lower-cost first version of a membership, even a basic group chat or a single recurring call, is a reasonable way to test demand before investing in more elaborate platforms or content commitments a creator has not yet proven they can sustain.