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Tim revamps ''On Cinema'' in season 10, also known as "Season X", with a new intro and set, and filmed episodes 4 through 6 in [[360-degree video]]. The revamp faces a snag after a [[civil suit]] from the Delgado family, a family of one of the Electric Sun victims, is filed. Tim's assets, including ''On Cinema'' and ''Decker'', are seized, Rio Jenesis drops its sponsorship, and he faces potential bankruptcy. He manages to convince the family of one of the victims, the Delgados, to let him try to earn money for them with his various assets. The Delgado Media Holdings company is created and they hire Gregg as the managing editor, giving him creative control. Gregg's role quickly increases to that of host, while Tim's role was diminished to announcer. In the season finale, an irate Tim destroys the set, insults the Delgados, and announces his campaign for [[district attorney]] of [[San Bernardino County, California|San Bernardino County]] against the incumbent Vincent Rosetti. This campaign fails, and Tim is booted off the show.

During the fifth Oscar Special, Mark is locked tight into a [[standard diving dress]] while doing an impression of Matt Hooper from [[Jaws (film)|''Jaws'']], beingbut hospitalizedis forknocked out from [[asphyxiation]] and enters a coma. Gregg takes care of comatose Mark and uses this to relaunch the VFA, which appears to now be several bins full of VHS tapes stocked in Mark's hospital room. Gregg also starts collecting and wearing movie promotional hats to Tim's vocal displeasure.

Delgado Media Holdings produces the sixth Oscar Special, hosted by Rafael Torres, with Gregg in charge of the show. Tim breaks into the studio with militant conspiracy theorist Michael "LaRue" Matthews, to takewrest control and promote [[QAnon]] theories. Tim accidentally maces Torres, and manages to erase Gregg's tape collection with his magnetic vest. A comatose Mark is used by Gregg as a "living Oscar"; Tim accidentally resuscitates Mark by accidentally knocking him over. Delgado Media Holdings is sold back to Tim with the help of a suspicious money lending vendor called MoneyZap, which Tim uses to start season 11. LaRue becomes a member of Dekkar and raps about the [[deep state]] in a new remix of "Empty Bottle".

Gregg starts the Mobile VFA in season 11, which consists of him and Mark simply selling VHS tapes on the [[flea market]]. Later, he starts up a VFA Classic Movie program, where he sells [[Public domain film|public domain movies]] with commentary dubbed over the originals. Gregg bundles the original ''[[A Star Is Born (1937 film)|A Star Is Born]]'' with [[A Star Is Born (2018 film)|the 2018 adaptation]], believing it to have entered the public domain along with the original, which gets Mark arrested for [[Bootleg recording|bootlegging]]. Mark gets put into a coma again while in prison and goes missing after being discharged from the hospital.

Tim's failed campaign for district attorney is covered in ''Mister America'', which was distributed by [[Magnolia Pictures]] and released on October 4, 2019, at Beyondfest, held at [[Grauman's Egyptian Theatre]].<ref>{{Cite web|url=https://pitchfork.com/news/tim-heidecker-and-greg-turkington-to-star-in-new-film-mister-america/|title=Tim Heidecker and Greg Turkington to Star in New Film Mister America|website=Pitchfork|date=July 2019 |language=en|access-date=2019-07-02}}</ref><ref>{{Cite web|url=https://www.vulture.com/2019/07/tim-heidecker-mister-america-movie-on-cinema.html|title=On Cinema Fans Will Get a Movie of Their Own This Fall|date=July 1, 2019|author=Megh Wright|website=www.vulture.com|access-date=2019-07-02}}</ref><ref>{{Cite web|url=https://www.pastemagazine.com/articles/2019/07/on-cinema-movie-tim-heidecker.html|title=Tim Heidecker and Gregg Turkington Set to Star in On Cinema Movie, Mister America|website=pastemagazine.com|language=en|access-date=2019-07-02}}</ref> The film introduces Toni Newman, the lone juror who voted not guilty at Tim's trial, who becomes Tim's campaign manager. Tim calls the film a sham after its release during season 11, and doxxes the film's director, "Josh Lorton" (Eric Notarnicola), as retaliation. Toni becomes [[Chief financial officer|CFO]] of HEI Inc. and advises Tim to disband Dekkar and fire Joe Estevez. Tim and Toni marry at the end of the season.

Tim [[Annulment|annuls]] his marriage in the seventh Oscar Special in order to stage a more elaborate second wedding with her. Gregg arrives at the wedding dressed as the [[Joker (character)|Joker]], driving his car housing the Mobile VFA onto the set. Gregg leaves his car running throughout the special, causing the entire production crew and wedding party to fall unconscious to [[carbon monoxide poisoning]], leading to two deaths.