Frankly the folks old enough to be defeated by the technology are old enough to likely be unable to even give them fodder for training. At this point you are talking about people generally in their 80s and/or with some dementia, who need someone with power of attorney to take care of any of these scenarios anyway. They may be able to do day to day life, but they need someone who can act on their behalf knowing what they would want even if they themselves can't competently convey it.

People under 80 generally can navigate these interfaces now without a problem, and frequently prefer it. The out of touch 60 year old is a pretty old stereotype.