Almost every ERP evaluation focuses heavily on feature comparison and under-invests in scoping data migration and integration — and these are consistently where real implementation timelines slip. Ask concretely: what happens to your existing customer, item, and supplier records? Who reconciles migrated data against the source system before go-live, and how? What existing tools (e-commerce, payment gateways, shipping carriers) need a real integration, not a manual export/import workaround?
See the ERP Implementation Checklist and ERP Migration Guide for the specific, sequenced questions to ask on this — it's dense enough to deserve its own dedicated treatment rather than a summary here.