Q3 Legacy Migration Readiness Checklist — Are Your Files Ready for the Second Half of 2026?

April 24, 2026 · 7 min read

Q3 is the window. Windows 10 is already past its end-of-life date. Organizations that haven't upgraded to Windows 11 are running without security patches. And Q4 brings year-end freezes, holiday staffing gaps, and budget cycles that make emergency migrations miserable.

If you have legacy .xls, .xlsm, or .mdb files in production — and you haven't migrated them yet — Q3 is the time. This checklist covers everything you need to assess readiness, plan the migration, and validate the results before you flip the switch.

Print it. Share it with your IT team. Work through it in order.

How to use this checklist: Work through each section sequentially. Don't skip to conversion before you've completed the inventory. The order matters — scope creep and undiscovered complexity are what kill migration projects.

Section 1 — File Inventory

You cannot plan a migration you haven't measured. This section should be completed before any other planning work begins.

1. Discovery

2. Triage and classification

Get your inventory in 30 minutes

LegacyLeaps's free scanner discovers all legacy files across your network shares and produces the triage report automatically — file count, VBA complexity, linked tables, access frequency.

Download the Free Scanner

Section 2 — Compatibility Testing

Never batch-convert without running a test conversion first. One representative file per tier is enough to surface 90% of issues.

3. Test conversion

4. VBA compatibility check (for Convert+Verify and High-Touch tiers)

5. Linked table verification (Access only)

Section 3 — Backup and Risk Management

Backups are not optional. If you skip this section and something goes wrong, you have no recovery path.

6. Pre-migration backups

7. Rollback plan

Section 4 — User Communication

The most technically perfect migration fails if users don't know what to expect. Silent changes generate helpdesk tickets.

8. Stakeholder notification

9. IT team coordination

Section 5 — Conversion Execution

10. Batch conversion (Simple Convert tier)

11. Convert+Verify tier

12. High-Touch tier

Section 6 — Validation

Conversion without validation is not migration — it's hope. Every file needs a passing validation before source files are retired.

13. Record count validation

14. Post-cutover monitoring

Q3 Timeline Reference

Week Activity Owner
Week 1 (Early Jul) Run discovery scan, produce triage report, get archive sign-off IT + Dept Heads
Week 2 Test conversion, VBA audit, linked table dependency map IT
Week 3 Backups verified, rollback plan documented, user notices sent IT + Dept Heads
Weeks 4–5 Simple Convert and Convert+Verify batch conversion IT
Weeks 6–9 High-Touch migration, UAT, sign-off IT + Power Users
Week 10 Full validation, 48-hour monitoring, migration log complete IT
Week 11–12 (Late Sep) 2-week post-migration review, source file retention decision IT + Management

This timeline fits a mid-size environment (200–600 files) with a 2–3 person IT team. Larger environments or high-touch file counts will need more time in weeks 6–9. Smaller environments can compress the schedule significantly.

The One Thing That Derails Q3 Migrations

Scope creep from undiscovered files.

Teams start the migration, convert 80% of the known files, and then a department head asks "what about the 40 databases in the HR shared drive?" — which nobody knew about. Now you're two weeks from the Windows upgrade, and you have 40 high-complexity Access databases with linked tables that weren't in the plan.

The scanner eliminates this. Run it first, run it everywhere, and run it again two weeks later to catch any files that were being written to when the first scan ran. The 30 minutes you spend on discovery saves weeks of reactive fire-fighting.

Start with the scan

LegacyLeaps's free scanner runs in under 30 minutes and gives you everything in this checklist's Section 1 — automatically. Download it, run it, and you'll have a migration plan before the end of the day.

Download the Free Scanner

Facing a large environment or tight deadline? Talk to us about done-for-you migration.

Related Resources

Part of the Windows Upgrade Survival Guide for Office Files.

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