This audience-awareness gap, he believes, is among the younger demo drawn to Comedy Central. He aims to school those viewers in the principle established by his 1963 debut album: "Bill Cosby Is a Very Funny Fellow ... Right!"
Since the early 1960s, Cosby has had a stellar career, including records, books, films and social advocacy. And, of course, television, where he broke the color barrier in the first of his many series, "I Spy," in the '60s, and scored stratospheric success with "The Cosby Show" (1984-92).
Now, at age 76, he keeps up a busy itinerary doing the thing that got him started: being onstage saying things all sorts of people find funny and true.
So, another question: Why keep up this grueling pace?
"I don't do anything," he contends in his meandering style. "I go to the airport and people come up to me while we're waiting for the flight: 'May I take a picture?' Click, click."
And then, just like that (or he would have you believe), he takes the stage somewhere and it's showtime.
"I take a bow. I grab the mic and I begin to put it on. And we're in show business! It is wonderful and I just enjoy it!"
On his new special, as always, Cosby frames life in universal terms, albeit now from the perspective of a septuagenarian with a solid if sometimes trying marriage, plus kids and grandkids, a sweet tooth he shouldn't indulge, and a habit of losing things.
"I'm telling you now, I'm not afraid to say it, I lost my key," he tells the audience with leisurely yet manicured pacing: "It was given to me. I lost my key to the house. That was 48 years ago. I don't have a key."
The audience eats it up, rewarding Cosby, he says, with "a sense of how much they understand and trust" him.
"With that, it raises the self-esteem," he goes on, as if at this phase of his storied career self-esteem were ever at issue, "and I am now driving as a coachman would, with some horses that can really moooove out.
"But you don't want to go TOO fast," he cautions, "because you have the carriage you're on, the wheels, the balance."
Meanwhile, what you don't have, if you're Cosby, is jokes.
"NO jokes! I tell stories," he declares. "Because I believe you can do things that joke tellers can't do, and that is, bring your audience along."