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You may need assistance from technology until he is ready to go. I have heard decent things about Jitterbug and FotoDialer. Jitterbug is a cell phone for the elderly while FotoDialer is more geared towards a landline situation (it connects into the existing landline and dials by pressing a button next to the wallet-sized photo of whomever they are calling).
This may at least alleviate some pressure he feels. It would also help you feel more at ease since he is declining.
Good luck!
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