![\"Chuck](\"https:\/\/www.newsbeep.com\/ca\/wp-content\/uploads\/2026\/10\/sklar1500.png\")
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Comedian, writer, and producer Chuck Sklar\u2019s late-night r\u00e9sum\u00e9 spans four decades, with stops along the way at Politically Incorrect with Bill Maher<\/a>, Late Night with Conan O\u2019Brien<\/a>, The Chris Rock Show<\/a>, The Late Late Show<\/a>, Lopez Tonight<\/a>, and Totally Biased with W. Kamau Bell<\/a>.<\/p>\n But if he could do it all over again, there\u2019s one early job he wouldn\u2019t have left: writing monologue jokes for Conan O\u2019Brien<\/a>.<\/p>\n \u201cI\u2019m an idiot,\u201d Sklar tells Mark Malkoff on this week\u2019s episode of LateNighter\u2019s Inside Late Night podcast.<\/p>\n Sklar joined Late Night in 1993, just months into O\u2019Brien\u2019s run, and helped shape the show\u2019s early monologue style, which favored runs of jokes on a single subject. He also made it on camera, performing stand-up three times and appearing as David Copperfield in recurring remotes after writer Mike Sweeney noticed their resemblance.<\/p>\n After two years, Sklar left, hoping to move beyond monologue writing and into sketches. Looking back, he says he would tell his 32-year-old self, \u201cYou\u2019re not quitting this job.\u201d<\/p>\n What he was looking for, he eventually found at The Chris Rock Show, where Sklar became a sketch writer and won an Emmy. He credits Bob Odenkirk<\/a> with helping him get there after Odenkirk happened to run into Rock and offered an unsolicited endorsement.<\/p>\n \u201cSo I owe Odenkirk a lot,\u201d Sklar says.<\/p>\n The irony is that monologue writing kept finding him. Sklar later reunited with Rock at Saturday Night Live<\/a> in 2014, helping him whittle roughly a half-hour of club material into a few minutes for his hosting monologue.<\/p>\n Elsewhere in the conversation, Sklar discusses his brief stint with Bill Maher<\/a>, working for Craig Kilborn<\/a> and James Corden<\/a> on The Late Late Show, Roseanne Barr<\/a>\u2019s short-lived Saturday Night Special, and eventually finding himself in charge of the monologue again on Lopez Tonight<\/a>. \u201cSomehow that\u2019s my thing,\u201d he jokes.<\/p>\n Click the embed above to listen to Mark Malkoff\u2019s full conversation with Chuck Sklar now, or find\u00a0Inside Late Night\u00a0on\u00a0Apple Podcasts<\/a>,\u00a0Spotify<\/a>, or wherever you listen to podcasts.<\/p>\n","protected":false},"excerpt":{"rendered":"Comedian, writer, and producer Chuck Sklar\u2019s late-night r\u00e9sum\u00e9 spans four decades, with stops along the way at Politically…\n","protected":false},"author":2,"featured_media":923053,"comment_status":"","ping_status":"","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[29],"tags":[17633,49,48,317655,46774,317656,75,317657,317658,317659,265055,317660,28371,317661,317662,286317,259610,317663,348],"class_list":["post-923052","post","type-post","status-publish","format-standard","has-post-thumbnail","category-tv","tag-bob-odenkirk","tag-ca","tag-canada","tag-chuck-sklar","tag-conan-obrien","tag-david-copperfield","tag-entertainment","tag-late-night-with-conan-obrien","tag-lopez-tonight","tag-mike-sweeney","tag-politically-incorrect","tag-robert-smigel","tag-saturday-night-live","tag-saturday-night-special","tag-the-chris-rock-show","tag-the-late-late-show-with-craig-kilborn","tag-the-late-late-show-with-james-corden","tag-totally-biased-with-w-kamau-bell","tag-tv"],"_links":{"self":[{"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/posts\/923052","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/comments?post=923052"}],"version-history":[{"count":0,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/posts\/923052\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/media\/923053"}],"wp:attachment":[{"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/media?parent=923052"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/categories?post=923052"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.newsbeep.com\/ca\/wp-json\/wp\/v2\/tags?post=923052"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}