Are your questions about SS benefits (income, death benefits, etc) , or healthcare (Medicare, supplements, etc)? Big difference on where to go for answers.
Agree on the McManus and to a lesser extent the Josh. J. Lohr makes a nice cabranet Sauvignon in this price range. I, like you am willing to buy a better wine up to around $25. Olema makes a very nice cab and Pinot noir that I can usually find for $19-$22. Seems I always have a bottle in my stash.