Outlook isn't alone in supporting photos, in fact, the Active Directory has supported pictures for years, using the Picture attribute (thumbnailPhoto) to store thumbnail photos, and in Exchange 2010 and on-premises Exchange 2013, Import-RecipientDataProperty cmdlet makes it easy to import photos.

If you don't want to use PowerShell command lines, there are several tools available that give you a GUI to work with.

The photos should be under 10K in size and re-sized to approximately 100x100 pixels. While the thumbnailPhoto property can support up to 100K files, the RecipientDataProperty cmdlet can only import up to 10K. Generally speaking, because the GAL can only display small thumbnails, the images can be reduced to about 3K and still look good.

The OWA Address book will display the images almost immediately but it can take up to 24 hours for the images to show up in the GAL in Outlook.

To import a single contact, the cmdlet will look like this:

Import-RecipientDataProperty -Identity "full name" -Picture -FileData ([Byte[]]$(Get-Content -Path "C:\photos\firstlast.jpg" -Encoding Byte -ReadCount 0))

You can bulk import using a list in a CSV or text file.

In addition, you can use Import-RecipientDataProperty to import audio files for name pronunciation.

Import-RecipientDataProperty -Identity maryc  -SpokenName -FileData ([Byte[]]$(Get-Content -Path "C:\AudioFiles\maryc.wma" -Encoding Byte -ReadCount 0))

Office 365 Exchange

To import contact photos into Office365 (or Exchange 2013), you need to use the Set-UserPhoto cmdlet to upload and then save the photo.

Set-UserPhoto "First Last" -PictureData ([System.IO.File]::ReadAllBytes("c:\photos\firstlast.jpg"))

After importing the photos, you need to use this cmdlet to save the photo with the contact.

Set-UserPhoto "First Last" -Save

To remove a photo from a user account, use the Remove-UserPhoto cmdlet:

Remove-UserPhoto "First Last"

Note: you can use email address, alias, or first last (full name) as the username.

It will take up to 24 hours for the images to show up in the GAL in Outlook. The OWA Address book will display the images almost immediately.

Bulk import

To bulk import photos, you need a CSV file with the username and photos:

Identity, PictureData
EMO, I:\Import\emo.png
sue@cdolive.com, I:\Import\sue.jpg
kens, I:\Import\kens.png

And the Set-UserPhoto cmdlet to upload and save the photos:

Import-Csv I:\Import\import.csv |%{Set-UserPhoto -Identity $_.Identity -PictureData ([System.IO.File]::ReadAllBytes($_.PictureData))}

Import-Csv I:\Import\import.csv |%{Set-UserPhoto -Identity $_.Identity -Save} 

To remove contact photos, use the Remove-UserPhoto cmdlet:

Import-Csv I:\Import\import.csv |%{Remove-UserPhoto -Identity $_.Identity}