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Vendor Migration Playbook

How to Migrate from ChatGPT to Claude

A real, week-by-week playbook for moving your Australian business from OpenAI ChatGPT to Anthropic Claude. Audit, pilot, decide, roll out, wind down. Most 50 to 200 person teams complete in 8 to 12 weeks.

We have run this migration for Australian law firms, accounting practices, and operations teams. Some end up fully on Claude. Some keep 10 to 20 percent of ChatGPT seats for image and voice. About 1 in 5 decide to stay. All three outcomes are valid. The point of the pilot is to know which one you are.

Migration timeline at a glance

Weeks 1 to 2

Audit current ChatGPT use, calculate spend, decide to pilot.

Weeks 2 to 4

Parallel pilot with 5 to 10 power users on real work.

Weeks 5 to 8

Procure, set up, migrate users in batches with training.

Weeks 9 to 12

Wind down most ChatGPT seats. Keep 5 to 20 percent.

Five Real Reasons to Migrate

If two or more of these match you, the audit is worth doing. If only one, pilot before committing.

You hit the context wall every week

ChatGPT tops out at 256K tokens. Claude takes 1 million on Opus 4.7. If your team regularly says "this document is too long, let me chunk it", you are paying the productivity tax of a smaller context window every single day.

You need more conservative output

For finance, legal, healthcare, and government work, ChatGPT can be over-confident. Claude is trained to acknowledge uncertainty. Practitioners overwhelmingly prefer this posture once they see it.

Your team writes more than they image-generate

If 90 percent of your team's AI use is writing, summarising, and analysing, Claude's strengths matter more than ChatGPT's image and voice features. Many teams keep ChatGPT for the 10 percent and use Claude for the rest.

API spend is climbing

For high-volume applications, Claude Haiku 4.5 is cheaper per token than GPT-5 mini at comparable quality. Many teams cut their AI spend 30 to 60 percent by switching the high-volume workloads to Claude.

You want a different vendor for risk reasons

Some boards want vendor diversification. Some want a vendor with a longer safety-research track record. Some want certifications Anthropic offers (ISO 42001) that OpenAI does not yet have. Risk-driven migration is real and reasonable.

Five Reasons NOT to Migrate Right Now

We will tell you to stay if it makes sense. About 20 percent of our migration audits end with "stay on ChatGPT". That is a real recommendation, not a sales objection.

You depend heavily on image generation (DALL-E 3) or video (Sora)

Verdict: Stay with ChatGPT for that workflow. Claude does not generate images or video.

You use advanced voice mode for hands-free operation

Verdict: Stay with ChatGPT. Claude has no consumer voice mode.

Your team has built dozens of custom GPTs and they work

Verdict: Migrate gradually if at all. The custom GPT investment is real.

Your software integrations are deep and stable on OpenAI

Verdict: Re-evaluate but do not rip and replace. Run Claude in parallel for new use cases.

Your team has not actually tried Claude yet

Verdict: Pilot before deciding. We see strong opinions on both sides that disappear after a 2 week pilot.

The Full 12-Week Migration Path

Eight tasks across four phases. Adaptable for any team size from 10 to 1,000.

PhaseTaskDetail
Audit (Week 1)Inventory current ChatGPT useList who uses ChatGPT, for what tasks, how often, and which custom GPTs or integrations are critical. Tag each by complexity to migrate.
Audit (Week 1)Calculate current spendTotal ChatGPT seat cost, plus API spend if any, plus the cost of any pre-built integrations or custom GPTs.
Pilot (Weeks 2 to 3)Run a parallel pilot with 5 to 10 power usersThey use both tools side-by-side for two weeks on real work. Score quality, speed, and friction. Most pilots produce a clear preference within 10 working days.
Pilot (Weeks 2 to 3)Translate top 10 prompts and custom GPTsMost prompts work in both tools with minor adjustments. We help translate your most-used prompts and rebuild critical custom GPTs as Claude Projects.
Decide (Week 4)Decision meeting with measured dataPilot leads, IT, and finance review the data. Decision: full migrate, partial migrate (use both), or stay. Decision is based on numbers, not opinion.
Roll out (Weeks 5 to 8)Procure Claude Team or EnterpriseSet up SSO, admin controls, shared Projects, audit logging. Migrate billing and seat allocation.
Roll out (Weeks 5 to 8)Train all staff on ClaudeLive 1 hour training tailored to each department. Recorded for new starters. Update your internal AI usage policy.
Wind down (Weeks 9 to 12)Reduce ChatGPT seats graduallyMost teams drop to 5 to 20 percent of original ChatGPT seats, retained for image gen and voice work. Cancel the rest.

Six Common Prompts: ChatGPT vs Claude

Most prompts work in both tools. Claude responds noticeably better to specific, structured asks. These six patterns produce dramatic quality jumps.

Common ChatGPT PromptBetter in ClaudeWhy
"Write me a...""Write a [length] [type] for [audience] that [outcome]. Tone: [tone]."Claude responds better to specific, structured prompts. The output quality jumps noticeably.
"Summarise this""Summarise this in 5 bullet points covering: 1) main point, 2) key risk, 3) action required, 4) deadline, 5) my recommendation."Claude follows structured asks more faithfully. You get usable output, not generic summaries.
"Help me with...""I am trying to [goal]. My constraint is [constraint]. Walk me through 3 options with trade-offs."Claude's reasoning is stronger when the goal and constraints are explicit.
"Make it shorter""Cut this to under [X] words. Preserve [the conclusion / the call to action / the data points]. Sacrifice [adjectives / examples / preamble]."Tells Claude what to keep AND what to cut. Avoids losing the important bits.
"Is this right?""Check this for [factual accuracy / logical flaws / unsupported claims]. Quote any specific issues."Forces Claude to do real critique, not just say "looks good".
"Make this more professional""Rewrite this for an Australian [audience] context. Tone: [warm-professional / formal / direct]. Keep Australian English spelling."Avoids the generic American business-speak voice Claude defaults to without context.

How Yes AI Runs the Migration

Four pillars of every migration engagement. Tailored to your team size and complexity.

Audit and migration plan

We map your current ChatGPT usage, identify what to migrate vs keep, and produce a written migration plan with timeline and budget. The plan is yours to execute or hand to us.

Pilot facilitation

We run the 2 to 3 week pilot with your power users. Daily structured exercises, weekly check-ins, scored output reviews. By end of pilot you have data, not opinion.

Prompt and custom GPT translation

Your top 10 to 30 most-used prompts get translated and tested in Claude. Critical custom GPTs get rebuilt as Claude Projects. We document everything in your shared library.

Team retraining and policy update

Live training tailored to each department, recorded for new starters. Updated AI usage policy reflecting the new tool. Internal change management support.

Our 5-Phase Migration Process

Same process for 10-person teams and 500-person teams. Scale changes, structure does not.

Audit and decision (Weeks 1 to 2)

Inventory current ChatGPT use, calculate spend, identify critical integrations. Decide whether to pilot.

Parallel pilot (Weeks 2 to 4)

Five to 10 power users run both tools on the same real-work tasks. Daily exercises, scored outputs, weekly review.

Decision meeting (Week 4)

Review pilot data with IT, finance, and senior users. Decision: full, partial, or no migration. Documented and signed off.

Procurement and rollout (Weeks 5 to 8)

Set up Claude Team or Enterprise, SSO, admin controls. Migrate users in batches by department. Train every batch.

Wind-down ChatGPT (Weeks 9 to 12)

Reduce ChatGPT seats gradually. Most teams retain 5 to 20 percent for image, voice, or custom GPT work that did not migrate.

Migration FAQ

Book Your Migration Audit

Before deciding whether to migrate, do the audit. Two weeks of structured work, then a written recommendation: migrate, partial, or stay. Whichever answer is right for your business.

Audit takes 2 weeks. Decision is yours.