The Dog Walk

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<!DOCTYPE html><html lang="en"><head><meta charset="utf-8"><meta name="viewport" content="width=device-width,initial-scale=1,maximum-scale=1,user-scalable=no,shrink-to-fit=no"><title>Caleb Pressley Reveals Funniest Moments From Shooting 'Sundae Conversation'</title><link rel="stylesheet" type="text/css" href="https://htlbid.com/v3/app.barstoolsports.com/htlbid.css"><script async src="https://htlbid.com/v3/app.barstoolsports.com/htlbid.js"></script><script>window.htlbid=window.htlbid||{},htlbid.cmd=htlbid.cmd||[],htlbid.cmd.push((function(){htlbid.setTargeting("pagetype","blog"),htlbid.setTargeting("brandId","63"),htlbid.setTargeting("authorId","14050"),htlbid.setTargeting("tags",["the-dog-walk","dog-walk"]),htlbid.setTargeting("Verity_keywords",["guy","portillo","caleb","number","brain","clip","show","nice gesture","dave","chicago","dude","eddie","draft","harry","will cawthon"]),htlbid.setTargeting("Verity_IABv2",["363","640","641","349","362"]),htlbid.setTargeting("Verity_IABv3",["640","JLBCU7","641","363","349","362"]),htlbid.setTargeting("Verity_positive","0.13"),htlbid.setTargeting("Verity_neutral","0.78"),htlbid.setTargeting("Verity_negative","0.09"),htlbid.setTargeting("Verity_GGT1_conf","VERY_HIGH"),htlbid.setTargeting("Verity_GGT1_risk","HIGH"),htlbid.setTargeting("is_testing","no"),htlbid.layout()}))</script><script>var googletag = googletag || {};
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<p>Caleb Pressley joins the show to talk about working on 'Sundae Conversation'. We get into who his 'white whale' of guests would be, previous shows he worked on at Barstool, the behind the scenes of the Drake interview, and more.</p>

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Caleb Pressley Reveals Funniest Moments From Shooting 'Sundae Conversation'