No, I Will Not Fix Your #@$!! Computer → [Windows] SQL assistance with backsups (nothing critical)

I have my SQL servers (three of em) making regular backups of my "mission critical" databases every Tuesday and Friday at 0500 hours.

I have it set to keep the last 5 backups and flush the oldest. Apparently I don't have it set to flush the transaction log backup. Is there a way to delete these old transaction log backups with the old DB backup file or do I need to do it manually?

just create another maintenance cleanup plan to clean up the .trn files same way your cleaning up the .bak files