Navigating the New Outlook in Windows: How Win2PDF is Keeping Up with Changes

Your Outlook looks… (new)…

Microsoft recently replaced its built-in Windows 11 Mail app with a new version of Outlook in a February 2025 security update. After the update, the new app is installed as Outlook (new). If you previously had Outlook 365 or an older version of Outlook, it’s named Outlook (classic).

Haven’t we been here before?

Despite the similar appearance and name, the new Outlook is a complete rewrite of Outlook with many advanced features intentionally removed. One of the features that is not included is the interface that Win2PDF uses to attach a PDF to an email when the Use Microsoft Outlook option is configured.

As you may have guessed, we’ve now updated our Configure Win2PDF Mail Settings interface to include both the Outlook (new) and Outlook (classic) configuration options (the latter has not changed).

When Use Microsoft Outlook (new) is selected, you’ll first need to specify the “Email Address (From:)“, and this address must match the configured address in Outlook (new). This is a new requirement compared to Use Microsoft Outlook (classic).

Also, Outlook (new) must be set as the default program for “.eml” files for this support to work correctly, but that should be the default handler already. (If needed, here are instructions for changing the default app in Windows 11).

Once the Outlook (new) mail is configured, it will be available for Win2PDF to use when sending a PDF by email.

When a new mail message is created, the new Outlook requires a destination email address to be provided. Currently Win2PDF populates the Cc address with the From address (set in Configure Win2PDF Mail). Once the new mail message is created, the user can delete the Cc address after specifying a new To address if desired.

These changes are included in the updated Win2PDF Desktop 10.0.175. This is a free update to all current Win2PDF 10 users.

Enhanced Mail Support in Latest Win2PDF 10 Update

Win2PDF has always had the capability to attach a new PDF file to a mail message, though the implementation was limited to the default MAPI mail client on the computer (typically Outlook).

Many users have asked us to support other mail programs and services, like Gmail or Yahoo! Mail, to send files. Our latest 10.0.93 version of Win2PDF dramatically improves mail client support and allows for direct mail integrations with:

These mail programs can be set up using the new Configure Win2PDF Mail window, which can be accessed either from the Win2PDF Start menu program group (shown below):

[You can also use the Windows search box (the “magnifying glass” icon) and search for Configure Win2PDF Mail to open the configuration screen.]

Or, it can be accessed directly from the Win2PDF Desktop program, by going to File → Mail → Configure Mail (shown below):

Once the Configure Mail window is accessed you will have the following options to enter your mail settings:

To fill in the different mail settings, please see the individual support pages for Microsoft Outlook, Thunderbird, Gmail, Outlook.com, Yahoo! Mail, or Custom SMTP Server.

After the mail program settings have been configured, you can send a PDF file using one of these two methods:

  1. Select the Send file… option on the Win2PDF file save window (if you are creating a new PDF file with Win2PDF), or
  1. Open a PDF file in the Win2PDF Desktop app and choose File → Mail → Send Mail (if you are just sending an existing PDF file)

And that’s it. You can download the latest 10.0.93 software (a free update for existing Win2PDF 10 users) from our Win2PDF 10 Update page.

As always, if you have any questions, just send a mail to [email protected].