For older people, there's nothing better than face to face interaction and someone to guide them through things. You could consider hiring a caregiver to stop b

For older people, there's nothing better than face to face interaction and someone to guide them through things. You could consider hiring a caregiver to stop by every morning for 30 min. Another option would be to call him every time he needs to take his pills and talk him through it. If that works, where the reminder apps don't, you could gradually switch to having someone else, like a caregiver, call him. Another possibility is he doesn't like taking the pills because of how they make him feel but he's afraid to tell anyone.