Recorded on October 14th, 2026, Zach Justice sits down with comedian Daniel Sloss who explains how his Netflix special 'Jigsaw' sparked thousands of breakups and why fans have asked him to autograph more than 250 divorce papers. The Scottish comedian shares the unexpected story of how he married his ex-girlfriend’s sister and the funniest thing his in-laws said about their relationship. Beyond dating and relationships, Daniel gets candid about his addiction, managing an anxious mind, and seeking help through therapy. Daniel also calls out comedians who refuse to apologize, explaining why “it’s just a joke” shouldn’t shut down criticism. He and Zach discuss dark humor, taking accountability, and why pushing boundaries means being willing to admit when you get it wrong.

Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. Sign up today to get $25 in bonuses when you trade $25: DROPOUTS - http://kalshi.com/r/DROPOUTS

Recorded on October 14th, 2026, Zach Justice sits down with comedian Daniel Sloss who explains how his Netflix special 'Jigsaw' sparked thousands of breakups and why fans have asked him to autograph more than 250 divorce papers. The Scottish comedian shares the unexpected story of how he married his ex-girlfriend&rsquo;s sister and the funniest thing his in-laws said about their relationship. Beyond dating and relationships, Daniel gets candid about his addiction, managing an anxious mind, and seeking help through therapy. Daniel also calls out comedians who refuse to apologize, explaining why &ldquo;it&rsquo;s just a joke&rdquo; shouldn&rsquo;t shut down criticism. He and Zach discuss dark humor, taking accountability, and why pushing boundaries means being willing to admit when you get it wrong. Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information. Sign up today to get $25 in bonuses when you trade $25: DROPOUTS - http://kalshi.com/r/DROPOUTS

Dropouts with Zach Justice is a weekly conversation show set inside a retro diner, where comedy, entertainment, music, business, and internet culture collide. With quick wit and a talent for making guests feel at home, Zach turns interviews into hilarious, honest conversations that often go somewhere unexpected. 

Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information.

Dropouts with Zach Justice is a weekly conversation show set inside a retro diner, where comedy, entertainment, music, business, and internet culture collide. With quick wit and a talent for making guests feel at home, Zach turns interviews into hilarious, honest conversations that often go somewhere unexpected.&nbsp; Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information.

Dropouts

Dropouts with Zach Justice is a weekly conversation show set inside a retro diner, where comedy, entertainment, music, business, and internet culture collide. With quick wit and a talent for making guests feel at home, Zach turns interviews into hilarious, honest conversations that often go somewhere unexpected.

Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information.

Dropouts with Zach Justice is a weekly conversation show set inside a retro diner, where comedy, entertainment, music, business, and internet culture collide. With quick wit and a talent for making guests feel at home, Zach turns interviews into hilarious, honest conversations that often go somewhere unexpected.
Go to the app store or www.Kalshi.com and sign up. 18+ only. Restrictions and eligibility requirements apply. Event contract trading involves significant risk and is not appropriate for everyone. Please carefully consider if it is appropriate for you in light of your personal financial circumstances. Kalshi products are not available in all jurisdictions. See kalshi.com/regulatory for more information.

Daniel Sloss Reveals the Drama Behind Marrying His Ex’s Sister | Dropouts EP 08

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/70fabac0-513c-4d59-b343-b4f1002d5dd2/transcript