Compatibility

This guide covers the new Outlook experience — Outlook on the Web (outlook.office.com or outlook.live.com) and the new Outlook for Windows (the Microsoft-pushed replacement for Outlook Classic). Both share the same signature engine and sync automatically through your Microsoft account. Outlook for iOS and Android also pull signatures from this engine, but with reduced HTML fidelity (CSS positioning often degrades on mobile).

Before you start

• Sign in to Outlook on the Web at https://outlook.office.com (Microsoft 365) or https://outlook.live.com (personal).
• Have your Sigent.ai install link ready.
• If you use both new Outlook for Windows and Outlook on the Web, your signatures sync — set it up in one place.

Steps

1. Click your install link and choose Copy to clipboard.
2. Open Outlook and click Settings (gear icon) → Mail → Compose and reply.
3. Under Email signature, click + New signature.
4. Name the signature (e.g. “Sigent default”) and paste with Cmd/Ctrl + V.
5. Under Select default signatures, choose the new signature for For new messages and For replies/forwards.
6. Click Save.
7. Compose a new email to verify the signature appears at the bottom.

Verify your signature

Send a test to a Gmail address and a personal Outlook address. The signature should look identical in both. If the styling differs significantly, see Troubleshooting below.

Troubleshooting

• Outlook 365 enterprise vs Outlook 2019 desktop. They behave differently. This guide covers the new Outlook only. If you’re on Outlook 2019 (the older desktop app), use the Outlook Classic guide instead.
• New Outlook for Windows shows the old signature even after saving on the Web. Force a sync: in new Outlook Windows, go to Settings → Accounts → Manage and click Sync now. Sync usually completes within 30 seconds.
• Signature defaults aren’t applied consistently between New Mail and Reply. Set each one explicitly in Settings → Mail → Compose and reply. Outlook does not infer “use the same for both” — you must select for each scenario.
• Mobile Outlook (iOS/Android) strips inline styles. This is a known limitation of Outlook mobile. Sigent signatures will render in plain text on Outlook mobile by default. Workaround: use the generic copy-to-clipboard flow on mobile to paste an inline-styled HTML version directly, or accept the plain-text fallback.
• Images appear broken for external recipients. Outlook caches images aggressively and sometimes fails to embed them. If external recipients see broken images, host avatars/logos on your own CDN or use a public domain. Sigent’s R2-backed assets are stable for this.
• The signature appears twice on replies. Some Outlook configurations append both the saved signature and a quoted version of the original. Disable Automatically include my signature on messages I forward or reply to in the Web settings and only enable For new messages.

Notes

The new Outlook is closer to Outlook on the Web than to Outlook Classic. If you maintain both Classic and Modern installs on the same machine, treat them as separate signature stores and install in each.

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