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Software migration: inventory the material and dependencies
List records, attachments, relationships, permissions and workflows that need to move. Identify legal retention requirements and account ownership. A contact export may omit notes or files essential to the business. Do not assume the old system’s visible table represents everything stored. Define completeness before selecting an import tool or scheduling the final switch.
Verify export rights and formats
Check plan eligibility, available formats and documented limitations directly. Protect sensitive exports and use an approved destination. Review whether timestamps, identifiers and links preserve meaning. A downloadable file is not automatically a usable backup. Keep credentials separate and avoid uploading private business records to an unapproved converter or AI tool merely to change the format.

Test mapping with a small sample
Use authorized representative records and define how fields, missing values and duplicates should be handled. Verify totals and relationships rather than trusting an import success message. Record ambiguous cases for review. Do not overwrite or delete the original production data while testing a mapping whose consequences are unclear. A reversible sample helps expose assumptions before they affect the whole dataset.
Plan the transition and recovery
Agree on timing, who can make changes and how new activity during the move is captured. Keep a tested backup and supported rollback route. CISA’s restoration guidance is relevant to recoverability. Communicate expected disruption honestly. Avoid promising zero downtime or zero loss without the architecture and evidence to support that claim.
Verify before retiring the old system
Ask authorized users to perform important tasks in the replacement. Confirm access, records, files and integration behavior. Preserve required archives and cancel services only after obligations are understood. Provide a clear handover and maintenance owner. A migration is complete when the agreed business information and workflows are usable, not simply when a progress bar reaches its end.

Sources and further reading
Write the Docs: software documentation
CISA: small-business security and incident planning
U.S. Small Business Administration: planning and market research
Related reading
How to Document a Software Installation for Nontechnical Users
WordPress.org vs. WordPress.com: Choose the Right Responsibility Model
