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The series featured Joan Rivers traveling around the United States interviewing self-made millionaires and billionaires. These are what Joan calls "Rag-To-Riches" stories. These self-made millionaires and billionaire started with little-to-nothing, and made their way up in society.
101 - Segment 1: Rivers meets the inventor of the five-chamber bubble blower, who is so rich his dog has a walk-in closet and a private chef. Segment 2: Meet a millionaire who had nothing growing up. 'Original airdate August 26, 2009'
102 - Segment 1: Rivers interviews a man who made his way through Harvard by scrubbing toilets. Segment 2: Rivers visits an ultramodern house in Beverly Hills, owned by someone who used to fold sweaters at the mall. 'Original airdate: August 5, 2009'
103 - Segment 1: Rivers meets a man who started off penniless and built an empire around Mardi Gras floats and plastic beads. Segment 2: Joan tours the former Versace Mansion in South Beach, Florida which is now owned by a college dropout. 'Original airdate August 12, 2009'
104 - Segment 1: Rivers meets the man who makes billions of dollars from infomercials. Segment 2: Meet the middle-aged woman who went on to make millions after divorcing her rich husband. 'Original airdate August 19, 2009'
105 - Segment 1: The story of a Croatian immigrant who grew up with dirt floors and no running water – but now he has a ballroom and an indoor swimming pool. Segment 2: Meet an ad exec who switched careers at age 40 and lives in a castle with a multimillion-dollar art collection. 'Original airdate September 9, 2009'
106 - Meet someone who spends $1 million on clothes in a year. Segment 2: Rivers meets a man who made his fortune on Butt Paste. Segment 2: Meet the show's youngest millionaire who invented the Slanket.
201 - The second season begins with profiles of Donald Trump and the formerly homeless John Paul DeJoria, who co-founded Paul Mitchell hair care and Patrón tequila.
202 - Segment 1: Rivers profiles a high-school dropout who invented the wee wee pad for housebreaking puppies. Segment 2: A tour of Joan Rivers' Connecticut estate.
203 - The show interviews five multi-millionaires.
204 - Segment 1: The show profiles a Georgia millionaire who didn't have running water growing up. Segment 2: A profile of a schoolteacher who became a millionaire making custom cakes.
205 - Segment 1: The show profiles a man who pioneered self-service gas stations to become a billionaire. Segment 2: The founder of Hawaiian Tropic suntan lotion who sold his company for $160 million.
206 - Segment 1: A tour of the estate of a pharmacy tycoon. Segment 2: A tour of the mansion belonging to the creator of Mrs Fields cookies.