Unprepared and Overconfident!
Unprepared and Overconfident is the ultimate hangout with Dan and Trent! Join us as we dive into conversations with fun guests, explore music, comedy, and whatever else comes to mind. We’re all about having a great time and letting the conversation flow naturally. No scripts, no pressure—just real talk, unexpected laughs, and whatever happens next.
Episodes

Tuesday Jan 20, 2026
Tuesday Jan 20, 2026
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. No agenda. No rush. Just two guys chopping it up and enjoying the ride.

Sunday Dec 07, 2025
Sunday Dec 07, 2025
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 episode, fun jingles for their guests, or the quirky surprise chaos card tunes. It’s a little highlight reel of the musical side of the podcast that you’ve never heard before. Plus, a heads-up: Season 2 will be coming back in January, so stay tuned for more unfiltered fun and new surprises!

Friday Nov 28, 2025
Friday Nov 28, 2025
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 moments, and even discuss the mighty power of Fisherman’s Friend lozenges. It’s all laid-back fun and good times, so tune in and have a laugh with us!

Tuesday Nov 18, 2025
Tuesday Nov 18, 2025
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 planes to his hot takes on basketball, football, and movies. Expect a bit of everything and a lot of laughs as they cover all the bases with Edward in this all-over-the-map chat!

Tuesday Nov 11, 2025
Tuesday Nov 11, 2025
“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 and live with integrity.”

Tuesday Nov 04, 2025
Tuesday Nov 04, 2025
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 embodying strength and resilience. Discover her incredible journey and the secrets behind her remarkable health and vitality!

Tuesday Oct 28, 2025
Tuesday Oct 28, 2025
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 ends with crackhead economics, stolen footballs, and the meaning of loneliness. Between laughter and chaos, Iris opens up about connection, communication, and self-sabotage, while the guys debate everything from Journey lyrics to floppy disks making a comeback. It’s part comedy, part therapy, and 100% Unprepared and Overconfident.

Tuesday Oct 21, 2025
Tuesday Oct 21, 2025
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 microblading specialist. Not only is she a huge fan of our podcast—she’s listened to every episode and loves to engage with us—but she also brings her love of lists into the mix, organizing everything down to the finest detail. From capturing beautiful moments to sharing her favorite tips, Jennifer makes every day an adventure. Get ready for inspiration, laughter, and a whole lot of list-making fun!

Tuesday Oct 14, 2025
Tuesday Oct 14, 2025
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 stories, personal insights, and plenty of laughs as Trent shares his journey, passions, and the moments that shaped him.”

Tuesday Oct 07, 2025
Tuesday Oct 07, 2025
“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 ghost stories and plenty of laughs. Joey will be wearing a wizard’s hat for Crazy Hat Day, and they’ll even dive into the fun debate: Is a taco a sandwich? It’s the perfect blend of serious insights and lighthearted fun!”





