SmartReply 365 for Outlook

Purpose

SmartReply 365 is an add-in for Outlook users who have enabled the Microsoft feature to send emails from an alias in Office 365. This utility automatically populates the proper From: address when you reply to or forward a message received at an alias address.

In other words, if you receive a message addressed to jdoe_alias@contoso.com and click the Reply (Reply All, or Forward) button, the reply or forwarded message will have jdoe_alias@contoso.com in the From: field.

In addition, SmartReply 365 can assign different signatures to different aliases.

The application is a COM add-in compatible only with classic desktop Outlook for Windows. It does not support the new Outlook for Windows.

Current version: 1.0.21

Installation

1. Download the SmartReply365-Demo.zip archive to any folder on your workstation. Extract all files, then run SmartReplySetup.exe and follow the instructions.
2. Run Outlook. Select File > Options > Add-ins and verify that SmartReply 365 exists in the "Active Application Add-ins" list.
   

Testing

1. Open Outlook and reply to any message sent to your alias address. Make sure that the reply has your alias address in the From: field before sending.
   
2. Navigate to the "Sent Items" folder and locate the message you sent in step 1. Make sure the From: field contains your alias address.
   
3. Click File > Options > Mail > Signatures. Create four different signatures and name them "DefaultSigNew", "DefaultSigRF", "Alias1SigN", and "Alias1SigRF". Set the signature for new messages to "DefaultSigNew" and the signature for replies and forwards to "DefaultSigRF". Click OK.
   
4. Click File > Options > Add-ins > Add-In Options. Select the "SmartReply 365" tab. Click on the topmost alias in the list ("alias1@testivasoft.com" in the screenshot). Using drop-down lists, set the signature for new messages to "Alias1SigN" and the signature for replies and forwards to "Alias1SigRF". You will see the text previews of these signatures in the appropriate text boxes. Click Apply. Click OK to exit Options.
   
5. Create a new message and select an alias in the From: field. Make sure the signature has changed.

Demo Version Notes

The demo version adds [SmartReply 365 DEMO] to the subject line of each message sent from an alias.

Uninstallation

You can uninstall the add-in via Settings > Apps — labeled "Installed Apps" in Windows 11 or "Apps & features" in Windows 10.

Pricing and Licensing

License type

Price per unit

Single license

$35.00

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Site license

$1,500.00

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Enterprise license

$4,500.00

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