First, lose the condescending attempts at wit, whippersnapper.

Make sure you don't fall in the pithole of using type in too small a size. Older people will want bigger text, online and in print. This doesn't mean 24 point like in large-type books, but keep away from the very small type.

Don't design for end of life ... design for ease of life ... retirement is payback for the hard work of 40 years. Keep it clean and open, show some quality, but not wanton wasteful luxury.

"I am trying to find a typeface to communicate that you’re not throwing in the towel or losing your self-worth when entering a retirement community but simplifying your lifestyle and joining a support system"

Methinks you're maybe putting way too much pressure on a typeface to carry that message by itself.

I am not in retirement yet, but I noticed very recently that my eyes are giving up... If I put myself in the shoes of these folks you mentioned, I suppose - it happens to me - people don't want to pick the glasses when playing cards, but some would pick up the glasses to read.

If you can, make the smaller type to 10 pt, the smallest... and use antiques, you know, Windsor or so...

I agree with Darrell that you probably are relying on the typography too much and neglecting the other aspects of design - we all know that the feel is determined by the sum of all elements combined.

That beeing said I agree with the points on typesize and legibility. I would probably suggest a Scotch for its large x heights which in my view results in an easier read (ps: I'm dyslexic). One example of a nice Scotch is H&FJ Chronicle.

As an old fart myself, I find it odd that we are suddenly dumped into a catagory that erases all former appreciation for typography. I don't think there is such a thing as a geezer font. Make a decent layout with good type. Perhaps avoid the grunge stuff or anything stressed out but any reputable text face should work.

ChrisL