Tailer Trash Fly Fishing

Latest Episodes:

-"A Beer With"- Episode 13 - Caleb Esparza - 9:21:25, 12.12 AM Sep 21, 2025

Show notes

Take a seat around the table with Ben Pickett from Tailer Trash Fly Fishing and Caleb Esparza. Caleb has done quite a lot with his 34 short years on this earth, growing up in New Smyrna Beach he cut his teeth in the surf and out in the Lagoon canoeing and fishing the back waters. Bumming rides from old salty dogs who took him under their wing and showed him the ropes along with cultivating him into a waterman. After a short stint in Miami for lot of fun and a little school, Caleb Joined the Navy where he served for 9 years. He was stationed in California and did some deployments in the Middle East before landing a sweet gig as a small boats and communications trainer in Mississippi, He started guiding in the gulf and rode out the rest of his contract making memories and friends along the way. In 2020 he and his wife welcomed their first daughter into the world and moved back to Florida where he developed into a superintendent specializing in high end residential construction and creating as much time on the water and in the woods as possible.

Episode 115 - Door County Dreamin' - 9:1:25, 10.39 AM Sep 01, 2025

Show notes

The boys sit down and discuss some of latest happenings in the last episode in our beloved double wide trailer known as "The Chill". Fear not... we will be moving to a new location next episode. Jamieson took a trip to visit Doggy Daddy up in Door County, with fine dining and lots of fishing! We answered some of our listeners burning questions such as beginner tips and how to plan for a good time. Wyatt had a HUGE Sumer and regailed us with the details of a week spent on the James river on his hosted trip with the hugeflyfisherman himself, Ben Sittig, at Wes Hodges Lodge. Ben shares what has been going on at the Pickett house and how these damn remodels have cut into his fishing time. Big thanks to Carl for gracing us with his presence and helping keep the table vibes high!

Episode 114 - "Dry Chicken Strips and Wet Pelican Cases, A Tarpon Story" - Tailer Trash Fly Fishing Aug 15, 2025

Show notes

Jamieson, Wyatt, Marc and Andrew gather around for an oak table therapy sesh. Join us on a journey to both a lower latitude and attitude after some costly losses day 1 of a 7 day long, would be-"Florida Keys Tarpon Smack Down". We start the days with some Dions chicken (IKYK) and end them with many cold beers around the domino table. Thanks for listening.

Episode 113 - "Live From Bristol" - Tailer Trash Fly Fishing Jul 30, 2025

Show notes

Jamieson, Marc, Wyatt, and Andrew burn the midnight oil while Ben catches some much needed Z's in the other room. The boys recount some shallow water redfisheyness in prep for an upcoming Keys trip. Jamieson brings us along on a journey out west where the trout hippies grow. Wyatt and Marc recount fishing for carp with Andrew at the oars during Brood whatever the hell roman numeral it was. Grab a beverage and kick back to some grade-A trashiness.

Tailer Trash Fly Fishing - "Alligators & Crocs & Redfish, oh my!" - Episode 112 Jun 11, 2025

Show notes

Jamieson, Ted, Wyatt, and Andrew gather around the old oak table once more to tackle some tough topics—like Crocs, educational electrocutions, and other near-death encounters. The crew discusses recent and firsthand experiences with Mosquito Lagoon's low water levels and how they may impact skiff travel. Ted shares stories from a recent tarpon expedition in the Florida Keys, and there's a healthy dose of group “shoe talk.” They also review the day’s events, including some pre-fishing ahead of “Larrypalooza” and the meetup at the “Wedding Bar.” Plus, we get a glimpse into Wyatt’s origin story and the early days of his fly fishing journey while spending a summer working in Alaska.

Episode 111 - Canoes, the AT and a Carpenter Bee Spring - 5:19:25, 3.16 PM May 19, 2025

Show notes

The Boys recount tales of canoeing here in Florida , and fishing in East TN. Ben now owes Andrew two fishing favors since he didn't have his own flys. Jamison Shares hiking on the AT for another round of fun. We also answer listener questions as best we can. Thanks for joining around the Old Oak Table!

T2F2 Episode 95 UNRELEASED MATERIAL- Featuring Salt Bum - 4:25:25, 9.39 PM Apr 26, 2025

Show notes

The episode that was forgotten! We recorded during the making of "A Ride with Clyde". We wanted to talk about making the film while it is fresh so when we filmed our last scenes we set up the equipment and sat down to tell our excitement of the film and the memories we made along the way. Come join us and enjoy the ride.

Episode 110 -I object!! Overruled! 4:13:25, 4.05 PM Apr 13, 2025

Show notes

Andrew and Ben fish while Andrew is in town. Ben's dyslexic ass has a hard time following instructions from the bow, the honorable Judge Jamison Presides over the trial as both sides passionately defend themselves. We leave it to you the jury to decide... We discuss Larrypalooza, a celebration of life for one of the greatest friends we have ever had. We hope you will join us May 24th at the wedding bar 11am!

Episode 109.2 - 3:31:25, 3.53 PM Mar 30, 2025

Show notes

The boys gather round the Old Oak Table for the first time since Larry Littrell's passing. We give a brief "State of the Doublewide" Address, Ben Sittig joins us from Colorado to recount his trip to the Lagoon to visit Larry and get on some Redfish with Ben and Carlos Pechancho. Carl Swings in from the Marina of St. Augustine to sling stories and help keep the crew in line. Marc shares of a quick trip when our native Canadian Ted was in town and finally Wyatt joins the cast around the table to talk about getting Whipray 33 running and back on the water where she belongs.

Tailer Trash Fly Fishing - Hardship & Good Memories - Episode 107 Oct 28, 2024

Show notes

The show opens with an epic Mail Barge from the Department of Having A Good Time. Wyatt joins the cast to tell a few stories from his summer in Alaska working as a dockhand at a seaplane base, both good and bad. We discuss the latest Abel Reels collaboration and Drake Magazine Cover it inspired. The fundraiser behind the Coors & Ross Reels collaboration and how TU was disconnected on water quality concerns in Golden and Denver. The new sticker and swag campaign by the SW Florida based CFCW gets kicked around. A Tennessee story including; NASCAR, trout fishing and a hurricane. Jamieson and Ted rendezvous in the windy city. A homecoming hurricane. Wyatt's first Mosquito Lagoon redfish. Everyone shares their most hated type of day on the lagoon.

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