Easy way to remove photos from backup and phone

[SlickRCBD]

I have to take a lot of photos at work and email them to bosses/clients.
I can toss these useless photos after 3 months.
I regularly back up my photos to my computer hard drive via USB.
Is there an easy way to make a list to have windows deleted them from the backup as well without have to search through and identify the photos twice? It is hundreds of photos so quite tedious, but i could probably work on say moving them to an album during short 15-20 minute periods when I have to wait, but then getting the list from the album on the phone and having Windows 10 deleted the list of files automatically is what I don't know how to do.

 

[SpookDroid]

Is a cloud account a good alternative? If you sync with Google Photos or with Google Drive or MS OneDrive, you can sync a folder to all your devices and, well, sync any changes made to any.

 

[SlickRCBD]

The backup is already made and on the hard drive, I'm seeking an easy way to get rid of the stuff I don't need anymore without having to go through everything twice.
I've already moved everything I want to delete to a separate album/folder on the phone, now I just want an easy way to remove every file found in the DCIM\camera\todel folder on the phone from the \users\slick\phonebackup\DCIM\Camera folder on the Windows 10 computer.
As it is several hundred photos, going through and picking them out by hand is tedious.