Microsoft’s current documentation limits desktop Transcribe on Word for Windows to Word for Microsoft 365 in commercial tenants, so a Microsoft 365 Personal or Family subscription is not presently documented as supporting desktop audio upload even if the control previously worked; continue using Word for the web while Microsoft Support verifies the entitlement or investigates the desktop client.
Verify the subscription category
In Word, open File → Account and inspect Product Information and the signed-in account:
- Personal Microsoft account with Microsoft 365 Personal/Family: Microsoft’s current Word for Windows article does not list this as a supported desktop-Transcribe configuration. It says desktop Transcribe is available in Word for Microsoft 365 on Windows in commercial tenants.
- Work or school account with an eligible commercial subscription: Desktop upload is documented as supported. The expected sequence is Home → Dictate → Transcribe → Upload audio, followed by the Windows file picker. Supported formats are
.wav, .mp4, .m4a, and .mp3.^1^
Microsoft’s feature comparison also identifies Transcribe—including recording and uploading—as available in both Word desktop and Word for the web, but the product-specific applicability note above determines whether the Windows feature applies to a particular account.^2^
The account’s actual entitlement cannot be verified from the symptom alone. If File → Account shows a work/school account and a commercial Microsoft 365 product, treat this as a desktop malfunction rather than a license exclusion.
If this is a commercial account
Since Safe Mode, updating, Quick Repair, sign-out/sign-in, WebView2 installation, and the general Windows file picker have already been tested, proceed with these different checks.
- Check connected experiences
- In Word, select File → Account → Manage Settings.
- Ensure connected experiences—particularly experiences that analyze content—are enabled.
- Close every Office application, reopen Word, and test Upload audio.
Transcribe is a cloud-backed Office Intelligent Service and requires optional connected experiences. Microsoft documents File → Account → Manage Settings as the location for these controls.^3^ If these settings are unavailable or locked, they may be controlled by the organization; ask the Microsoft 365 administrator to review the applicable privacy policy.
- Run Online Repair—not Quick Repair
- Windows 11: Settings → Apps → Installed apps → Microsoft 365 → … → Modify
- Windows 10: Settings → Apps → Apps & features → Microsoft 365 → Modify
- Select Online Repair → Repair, then restart Windows.
Online Repair is the appropriate next repair level because Quick Repair only detects and replaces certain corrupted files, whereas Online Repair performs the more complete repair.^4^
- Record the affected build before escalation
- Open Word → File → Account.
- Under About Word, record the update channel, version, and build number.
- Test the same commercial account on another Windows PC, if available.
Microsoft documents this screen as the location of the channel, version, and build.^5^ Interpretation:
- Same account works on another desktop build: likely local client/build-specific.
- Same account fails on multiple Windows PCs but works on the web: likely account policy, entitlement, or desktop-service path.
- Other commercial accounts work on the affected PC: likely account-specific.
Update or embedded-component status
No official Microsoft advisory in the available release information identifies a recent Office update that causes this exact Upload audio button does nothing/no file picker symptom. WebView2 being installed does not, by itself, prove that Transcribe’s embedded session and cached state are healthy; Office desktop web experiences use Edge WebView2 on Windows.^6^
Do not roll back Office merely because the problem followed an update. A rollback is justified only after reproducing the issue on a specific build and confirming that an earlier supported build works. In managed Monthly Enterprise Channel environments, rollback must be performed by an administrator through Cloud Update and applies only to eligible managed devices.^7^
Escalation details
If this is a commercial subscription and Online Repair does not restore the picker, have the Microsoft 365 administrator open a support request and include:
- Subscription/product shown under File → Account
- Whether the account is personal or work/school
- Word channel, version, and complete build
- Windows version
- Confirmation that Word for the web uploads successfully
- Confirmation that Start recording works in desktop Word
- Exact time of a failed click and whether all audio formats behave identically
- Whether another account or another PC reproduces it
For a Personal/Family subscription, contact consumer Microsoft Support specifically to confirm whether desktop Transcribe remains entitled for that account. The current public Word for Windows documentation does not establish that entitlement, so the functioning Word-web route is the supported workaround meanwhile.
References
- [Word for Windows](https://support.microsoft.com/word/transcribe-your-recordings#upload-an-audio-file)
- Word Features Comparison: Word for the web vs Desktop | Microsoft Support
- Connected experiences in Microsoft 365 | Microsoft Support
- Repair an Office application | Microsoft Support
- Overview of update channels for Microsoft 365 Apps
- Browsers and webview controls used by Office Add-ins
- Pause and rollback