<\/p>\n
Podcaster Tim Dillon<\/strong> opened his latest show with a drag impersonation of CBS News editor-in-chief Bari Weiss<\/strong> discussing her huge salary and staging an anything-but-challenging interview with ex-Border Patrol chief Greg Bovino, <\/strong>played by actor and comedian Mario Bosco.<\/strong><\/p>\n Dillon has long been a critic of Weiss and the mega-deal she made to sell what he called her \u201cglorified blog,\u201d The Free Press,<\/em> to billionaire David Ellison<\/strong> for $150 million in cash and stock. The deal with Ellison also elevated Weiss to editor-in-chief of CBS News, despite the fact she worked at The New York Times<\/em> as an opinion editor before being fired, but never in the news division.<\/p>\n Dillon\u2019s most recent episode opened with him sitting at his podcaster desk, wearing a plaid blazer, long dark wig, and tortoise shell rimmed glasses, in an attempt to mimic Weiss\u2019s style.<\/p>\n \u201cFrom The Free Press<\/em>, this is \u2018Honestly,\u2019 and I\u2019m Bari Weiss,\u201d Dillon said as he pretended to host Weiss\u2019s Honestly<\/em> podcast.<\/p>\n Dillon then made savage fun of Weiss\u2019s politics.<\/p>\n \u201cWe started this podcast nine years ago because a white woman in Minnesota served a chicken quesadilla to a man and was immediately accused of cultural appropriation,\u201d Dillon said. \u201cThat man\u2019s name was George Floyd<\/strong>.\u201d<\/p>\n Dillon\u2019s bit continued, \u201cWhen J.K. Rowling<\/strong> had the audacity to suggest that penises and and vaginas were different, we did a 72-part series on the fallout from her comments, including interviewing many of her slaves.\u201d<\/p>\n DILLON: After I was asked to leave The New York Times<\/em> because I was too much of a rogue and a truth-teller, I started The Free Press because I really wanted to encourage and foster open discussion and debate, between people in New York, Miami, Tel Aviv.<\/p>\n I am a huge supporter of freedom of speech. It\u2019s one of the things that I find most important. When David Ellison called me and said, \u201cWould you like to run CBS News?\u201d I had to think about it, because I really enjoy my blog, my 17 listeners, and this podcast. But I ultimately decided that $150 million was enough money to come into CBS News and turn it around.<\/p>\n<\/div>\n<\/blockquote>\n Dillon then pivoted to an \u201cinterview\u201d with Bosco playing Bovino, \u201cwho\u2019s now the maitre d\u2019 of an Italian restaurant in Paramus, NJ.\u201d<\/p>\n Weiss has described herself as a \u201cradical centrist\u201d who is pro-choice, pro-Israel, and pro-gay marriage. She has been accused by critics of interfering with the integrity of CBS News\u2019s reporting, especially on<\/a> 60 Minutes<\/em>, and for pandering to the Trump administration\u2019s views.<\/p>\n Watch above via The Tim Dillon Show<\/em>.<\/p>\n \u00a0<\/p>\n The post WATCH: Podcaster Tim Dillon Hilariously Roasts Barry Weiss With Drag Impersonation and Alleged Political Biases<\/a> first appeared on Mediaite<\/a>.<\/p>\n<\/div>\n \u2018 The preceding article may include information circulated by third parties \u2019 <\/em><\/p>\n \u2018 Some details of this article were extracted from the following source www.yahoo.com \u2019 <\/em><\/p>\n","protected":false},"excerpt":{"rendered":" Podcaster Tim Dillon opened his latest show with a drag impersonation of CBS News editor-in-chief Bari Weiss discussing her huge salary and staging an anything-but-challenging interview with ex-Border Patrol chief Greg Bovino, played by actor and comedian Mario Bosco. Dillon has long been a critic of Weiss and the mega-deal she made to sell what […]<\/p>\n","protected":false},"author":2,"featured_media":2260314,"comment_status":"open","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"om_disable_all_campaigns":false,"_jetpack_memberships_contains_paid_content":false,"jnews-multi-image_gallery":[],"jnews_single_post":[],"jnews_primary_category":[],"jnews_social_meta":[],"footnotes":""},"categories":[25172],"tags":[402269,338902,437785,437784,437783,349667,437782],"class_list":["post-2260313","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-entertainment","tag-bari-weiss","tag-david-ellison","tag-ex-border-patrol","tag-greg-bovino","tag-mario-bosco","tag-the-free-press","tag-tim-dillon"],"jetpack_featured_media_url":"https:\/\/celebrity.land\/en\/wp-content\/uploads\/2026\/01\/Podcaster-Tim-Dillon-Hilariously-Roasts-Barry-Weiss-With-Drag-Impersonation.jpeg","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2260313","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/comments?post=2260313"}],"version-history":[{"count":1,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2260313\/revisions"}],"predecessor-version":[{"id":2260315,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/posts\/2260313\/revisions\/2260315"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media\/2260314"}],"wp:attachment":[{"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/media?parent=2260313"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/categories?post=2260313"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/celebrity.land\/en\/wp-json\/wp\/v2\/tags?post=2260313"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}\n