Also in 1996, he started up a new show for CBS, Cosby, again co-starring Phylicia Rashād, his onscreen wife on The Cosby Show. Cosby co-produced the show for Carsey-Werner Productions. The show was based on the British program One Foot in the Grave. It centered on Cosby as Hilton Lucas, an iconoclastic senior citizen who tries to find a new job after being downsized and, in the meantime, gets on his wife's nerves. Madeline Kahn costarred as Rashād's goofy business partner Pauline. Cosby was hired by CBS to be the official spokesman of the WWJ-TV during an advertising campaign from 1995 to 1998. In addition, Cosby in 1998 became the host of Kids Say the Darndest Things. After four seasons, Cosby was canceled. The last episode aired April 28, 2000. Kids Say the Darndest Things was also canceled the same year. Cosby continued to work with CBS through a development deal and other projects.
Also that year, he signed a deal with 20th Century Fox to develop a live-action feature film centering on the popular Fat Albert character from his 1970s cartoon series. Fat Albert was released in theaters in December 2004. In May 2007 he spoke at the Commencement of High Point University.
In the summer of 2009, Cosby hosted a comedy gala at Montreal's Just for Laughs comedy festival, the world's largest.
In the "Pound Cake" speech, Cosby, who holds a doctorate in education, asked that African-American parents teach their children better morals at a younger age. Cosby told the Washington Times, "Parenting needs to come to the forefront. If you need help and you don't know how to parent, we want to be able to reach out and touch" (DeBose, Brian). Richard Leiby of The Washington Post reported, "Bill Cosby was anything but politically correct in his remarks Monday night at a Constitution Hall bash commemorating the 50th anniversary of the Brown v. Board of Education decision."
Cosby again came under sharp criticism and was again largely unapologetic for his stance when he made similar remarks during a speech in a July 1 meeting commemorating the anniversary of Brown v. Board of Education. During that speech, he admonished apathetic blacks for not assisting or concerning themselves with the individuals who are involved with crime or have counter-productive aspirations. He further described those who needed attention as blacks who “had forgotten the sacrifices of those in the Civil Rights Movement." The speech was featured in the documentary 500 Years Later, which set the speech to cartoon visuals.
Georgetown University sociology professor Michael Eric Dyson wrote a book in 2005 entitled Is Bill Cosby Right or Is the Black Middle Class Out of Touch? In the book, Dyson wrote that Cosby was overlooking larger social factors that reinforce poverty and associated crime; factors such as deteriorating schools, stagnating wages, dramatic shifts in the economy, offshoring and downsizing, chronic underemployment, and job and capital flight. Dyson suggested Cosby's comments "betray classist, elitist viewpoints rooted in generational warfare."
Cornel West defended Cosby and his remarks, saying, "he's speaking out of great compassion and trying to get folk to get on the right track, 'cause we've got some brothers and sisters who are not doing the right things, just like in times in our own lives, we don't do the right thing... He is trying to speak honestly and freely and lovingly, and I think that's a very positive thing."
In a 2008 interview, Cosby mentioned Atlanta, Georgia; Chicago, Illinois; Detroit, Michigan; Oakland, California; Philadelphia, Pennsylvania; and Springfield, Massachusetts, among the cities where crime was high and young African-American men were being murdered and jailed in disproportionate numbers. Cosby stood his ground against criticism and affirmed that African-American parents were continuing to fail to inculcate proper standards of moral behavior. Cosby still lectures to black communities (usually at churches) about his frustrations with certain problems prevalent in underprivileged urban communities, such as in illegal drugs; teenage pregnancy; Black Entertainment Television; high-school dropouts; anti-intellectualism; gangsta rap; vulgarity; thievery; offensive clothing; vanity; parental alienation; single-parenting; and failing to live up to the ideals of Frederick Douglass, Martin Luther King, Jr., and African-Americans who preceded Generation X.