The Skype for Business profile is pulled from your Office 365 system profile. The Office 365 system profile is used for all Microsoft products (Outlook contact list, Skype, SharePoint, etc.).
CSS requires a work-appropriate picture in the Office 365 profile. The picture should clearly show your face. Having a picture in the profile personalizes both Skype and Outlook, and helps us to remember that there are colleagues and collaborators on the other end of our online communication, and not just soulless automatons.
You cannot edit or crop your picture in Skype. Use a program such as Paint, SnagIt, or Photoshop to edit and crop your photo.
The picture doesn't have to be fancy. A cell phone picture is fine. If nothing else is available, use a program like Webcam Toy to take a picture using your computer's webcam.
To update your Skype picture:
Note: The folder icon may be a different color on your computer.
The Contact Card in Skype is also pulled from the information in your Office 365 profile. However, you cannot edit this information.
If your Contact Card information is incorrect, contact Frontline.