I've been reading up on software for these categories and I think these are what I'll be getting.
Encryption: Espionage 3 - https://www.espionageapp.com/
Mac tracking: Undercover - http://www.orbicule.com/undercover/mac/
HDD diagnostic: DriveDx - https://binaryfruit.com/drivedx
HDD backup: Carbon Copy Cloner - https://bombich.com/
Mac stress tester: diglloydTools - https://diglloydtools.com/
Encryption: Espionage 3 - https://www.espionageapp.com/
Mac tracking: Undercover - http://www.orbicule.com/undercover/mac/
HDD diagnostic: DriveDx - https://binaryfruit.com/drivedx
HDD backup: Carbon Copy Cloner - https://bombich.com/
Mac stress tester: diglloydTools - https://diglloydtools.com/