Solve the actual custom requirement with the smallest maintainable design, prefer framework-native or ordinary solutions, limit dependencies, and leave hypothetical future complexity out of the first version.
Choose Django when growth means structured records, accounts, workflows, integrations, or reusable application logic rather than merely a larger number of content pages.
Choose hosting from the website's actual platform, runtime, traffic, backup, support, access, and maintenance requirements instead of buying from a marketing tier.
Choose WordPress when its content-management workflow and ecosystem match the site's needs, and consider simpler or custom architecture when those requirements point elsewhere.
Choose checkout when price, scope, availability, and fulfillment are standardized enough for customers to complete the transaction without hidden negotiation; otherwise build a better inquiry workflow.
Start with the website's real requirements, map each one to WordPress core, theme code, or a plugin, and keep only dependencies that still serve a useful function.
A website should be evaluated across customer clarity, content, navigation, mobile use, forms, performance, search, software, ownership, and maintainability before a rebuild is treated as the answer.
New website features should justify their user value, maintenance burden, dependencies, privacy cost, and performance impact before they are added to an otherwise simple site.
A DIY website has reached its practical limit when important business tasks are blocked, changes become risky, access or data is uncertain, or the owner's time cost exceeds the value of continuing alone.
The choice between repair, rebuild, and platform replacement should come from the root problem, ownership, maintainability, useful existing content, and migration risk rather than the age or appearance of the site alone.