ChatGPT Migration: Move Projects Without Losing Context

List custom GPTs, projects, conversation history you must keep, and shared files. Map required fields and owners. Never invent list prices here — confirm seats, credits, and quote terms on /pricing/chatgpt/. Worked example: Harbor Content (eight marketers using ChatGPT for briefs) discovers duplicate employee IDs in the spreadsheet before the first import — and fixes identity before volume.

Import one site, one role, or one team. Run run one real work prompt, save it to a project or custom GPT, and prove a teammate can reuse it on the pilot set. Worked example: Harbor Content (eight marketers using ChatGPT for briefs) will not schedule a cutover until the pilot can run a production prompt a manager can reopen without an admin screenshot.

Run old and new in parallel for a week. Spot-check records sceptic users care about, then freeze the legacy source. Worked example: Harbor Content (eight marketers using ChatGPT for briefs) keeps the old export for prompts or files until ChatGPT matches for seven consecutive days.

List users, historical records, templates, and integrations that must survive migration. Mark nice-to-have exports you can leave behind.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant migrates active records only and archives the rest as read-only exports.

Keep the old system read-only until ChatGPT passes non-admin proof. Name a rollback owner and maximum parallel window.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant caps parallel run at two weeks with daily checkpoint notes.

Reconcile user counts, role permissions, and a sample of migrated records. Research lists Slack, Microsoft Teams, Google Workspace, and Zapier for ChatGPT. Confirm which are native vs API before go-live.

List users, historical records, templates, and integrations that must survive migration. Mark nice-to-have exports you can leave behind.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant migrates active records only and archives the rest as read-only exports.

Keep the old system read-only until ChatGPT passes non-admin proof. Name a rollback owner and maximum parallel window.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant caps parallel run at two weeks with daily checkpoint notes.

Reconcile user counts, role permissions, and a sample of migrated records. Research lists Slack, Microsoft Teams, Google Workspace, and Zapier for ChatGPT. Confirm which are native vs API before go-live.

List users, historical records, templates, and integrations that must survive migration. Mark nice-to-have exports you can leave behind.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant migrates active records only and archives the rest as read-only exports.

Keep the old system read-only until ChatGPT passes non-admin proof. Name a rollback owner and maximum parallel window.

Worked example: Teams and individuals wanting a mainstream general-purpose LLM assistant caps parallel run at two weeks with daily checkpoint notes.

Reconcile user counts, role permissions, and a sample of migrated records. Research lists Slack, Microsoft Teams, Google Workspace, and Zapier for ChatGPT. Confirm which are native vs API before go-live.

Confirm the qualifying plan, non-admin proof, and integration owners in writing. Store quotes next to /pricing/chatgpt/ and the evaluation scorecard so finance can audit the same assumptions at renewal.

Name the job, the qualifying ChatGPT configuration, and what you are not buying yet. If stakeholders cannot explain why an alternative lost, the trial was not fair.