According to an article on the Western Digital Support site, Western Digital no longer supports the WD Smartware software.
https://support-en.wd.com/app/answers/detailweb/a_id/30039/~/wd-smartware-end-of-support
They say the application is "a utility with the ability to schedule automated backups at periodic intervals which will take place without requiring user input." If that's what it is, I don't think you need to run it to retrieve your pictures from the drive.
If you have been using this drive on a Windows PC, it probably is formatted using NTFS. "Out of the box", macOS can read files from NTFS volumes, but cannot write changes back to NTFS volumes. There are third-party drivers you can get to let a Mac read and write NTFS volumes, but if you are going to be working mostly with the Mac from now on, I would suggest copying your data to another drive (internal or external) that uses one of these formats:
- APFS – This is Apple's latest file system, designed with SSDs in mind.
- HFS+, a.k.a. Mac OS X Extended (Journaled) – This might be better for mechanical hard drives (HDDs).
Macs have a built-in backup utility called Time Machine. If you dedicate an external drive to Time Machine backups, Time Machine will automatically save multiple versions of updates to your files to that drive when it gets a chance.
There are also two third-party backup utilities that many Mac users have, and like:
Carbon Copy Cloner: https://bombich.com/
SuperDuper!: https://www.shirtpocket.com/
I've used Carbon Copy Cloner for a long time, and there are others who swear by SuperDuper! My advice would be to forget about WD Smartware, and move on to Time Machine and/or one of these "clone" backup programs.
That covers the basics with respect to filesystem differences, and replacing the end-of-life backup program. What to do about getting photos into your MacBook Air is a separate topic, as that has a lot to do with how specific photo applications – like Photos – and cloud services – like iCloud Photos – work.