Unprepared and Overconfident!
Dan GIll and Trent Edwards
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About This Podcast
Recent Episodes & Season Updates
- Season 2 Launch: The show officially entered its second season in January 2026, following a special "Soundtrack Session" in December that showcased the music Dan and Trent craft for the show.
- Reunited and it feels so good.
We’ve missed you! Dan and Trent are officially back together starting March 17th. We’re bringing you fresh stories, incredible guests, and plenty of laughs to kick off the spring. Grab a drink, get comfortable, and join the ultimate hangout. - Notable Guest Highlights:
- Iris Chadwick: A deep dive into everything from feng shui and "crackhead economics" to the meaning of loneliness.
- Paul Varghese: A stand-up comedy-focused episode that even managed to discuss the power of Fisherman’s Friend lozenges.
- Bree Dollarhide: An interview with an 81-year-old professional bodybuilder born in a WWII bomb shelter.
Show Format & Platforms
The podcast maintains its "ultimate hangout" vibe, characterized by a lack of scripts and high-speed, natural conversations. You can listen to full episodes on: [5, 6]
- Apple Podcasts
- Spotify
- iHeart
Behind the Scenes
The hosts describe themselves as "chaos creators," with Dan playfully labeled as a "professional interrupter and self-proclaimed expert on everything". The show often blends comedy with heartfelt moments, covering topics ranging from 90s nostalgia (like floppy disks) to personal therapy-style insights.
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Recent Episodes
Baseball, Movies, and a Good Sit-Down with Mitch Lloyd
Dan’s on family leave for this one, so it’s just me in the chair with Mitch Lloyd. We talk baseball, swap some movie takes, and just settle into one of those conversations that feels easy and real.…
Unprepared and Overconfident: The Soundtrack Session.
In this special musical episode of Unprepared and Overconfident, Dan and Trent take you behind the curtain to share some of the tunes they’ve crafted—whether it’s the intro music that kicks off each…
“Laughs, Lozenges, and Paul Varghese”
In this week’s episode, we’re serving up a hilarious mix of comedy and cough drops! Join us as we chat with the one and only Paul Varghese. We dive into the world of stand-up, share a few movie…
From the Sky to the Sidelines: An Edward Smith adventure
In episode 16 of Unprepared and Overconfident, Dan and Trent sit down with Edward Smith—paratrooper, NSA veteran, and all-around fascinating guy. They jump from stories of his days jumping out of…
“From Smokehouse to Poker: The 3Coin Journey”
“Join us as we chat with Randy Sadler, aka 3Coin, about his journey from the iconic Sadler’s Smokehouse to the world of poker and fashion. We dive into what it means to build meaningful connections…
Strength Through the Ages: The Bree Dollarhide Story
Join us as Dan and Trent sit down with Bree Dollarhide, an 81-year-old professional bodybuilder. Born in a bomb shelter in Frankfurt German during World War II, Bree is coaching, training, and…
“Journey, Floppy Disks, and Finding Yourself”
In this wildly unfiltered and unexpectedly heartfelt episode, Trent and Dan are joined by the witty and charismatic Iris Chadwick for a ride that starts with feng shui and favorite colors and somehow…
Jennifer Foreman’s Day Off: ‘The question isn’t what are we going to do, the question is what aren’t we going to do!’
In this episode of “Unprepared and Overconfident,” we’re celebrating “Jennifer’s Day Off!” Join us as we dive into the dynamic world of Jennifer Foreman, a dedicated wedding photographer and eyebrow…
‘The Trent Experience: Unprepared and Lovin’ It,’
Join Dan Gill for ‘The Trent Experience: Unprepared and Lovin’ It,’ featuring special guest Trent Edwards! Get ready to peel back the layers and get to know Trent like never before. Expect candid…
S1E10 Therapy, ghost, and taco debates with Joey
“In this episode of ‘Unprepared and Overconfident,’ Dan and Trent are joined by therapist Joey Forman. While Joey brings his serious expertise in therapy, the conversation is also filled with spooky…
The Doop Show unleashed with RJ!
In episode 9 of Unprepared and Overconfident, Dan and Trent welcome the one and only RJ Dupree, aka “The Doop Show.” As a TV personality, baseball player, and poker dealer, RJ brings a unique flair…
Brandon doing Brandon things!
This week on Unprepared and Overconfident, Dan and Trent welcome the one and only Brandon Jones! A poker enthusiast with a mission to taste every bourbon out there, Brandon brings his charm and wit…
“Laughing Through Therapy with the Blue-Haired Social Worker.”
“In this episode of ‘Unprepared and Overconfident’ with Dan and Trent, we sit down with Karen Carrillo, the Blue-Haired Social Worker. We explore the world of therapy, her nonprofit endeavors, and…
S1E6 April Gill-ty as charged!
Send us a text Get ready for a bear-y entertaining episode 6 of ‘Unprepared and Overconfident’ with Dan and Trent! This week, we’re joined by the fabulous April Gill. We’re sharing some hilarious…
S1E5 Angela has a cunning plan: Wit and wisdom!
Send us a text Join Dan and Trent for a chat with hilarious Angela Owens! In this episode, Angela shares her comedy styles, spills some behind-the-scenes secrets, and recounts her recent show in…
S1E4 Jack be nimble, Jack be quick, Jack be on with Dan and Trent!
Send us a text “Brace yourself for a hilariously unpredictable episode of ‘Unprepared and Overconfident’ with Dan and Trent! This week, they’re joined by Jack Morrison from ‘Megan and Jack,’ and…
Once, Twice, Three Times the Podcast
Send us a text In this episode of “Unprepared and Overconfident,” Dan and Trent dive into the world of movies and poker, all while having a blast and keeping it light. Get ready for some fun and…
S1E2 ”More Confident Still Unprepared”
Send us a text Join Dan and Trent for the second installment of “Unprepared and Overconfident,” where they attempt to redeem themselves after the first episode’s chaos. This time, they dive into some…
S1E1 The 1st jib jab Unprepared and Overconfident begins
Send us a text Welcome to the very first episode of Unprepared and Overconfident. Join Dan and Trent as they dive into a spontaneous jib jab session that quickly goes off the rails. Expect random…
Frequently Asked Questions
Unprepared and Overconfident! has published 19 episodes since August 2025, covering topics in Comedy, Comedy Interviews.
Unprepared and Overconfident! is currently sporadic with new episodes weekly. Average episode length is 1h 28m.
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