Motocross talk with scars and receipts.
Gypsy Tales mixes deep motocross and Supercross conversation with practical talk about money, family, pressure, travel, and staying in the game. Its best moments feel like riders, team figures, and friends talking after the gate drops, with strong opinions allowed to breathe.
PRESS PLAY
Gypsy Tales is a motorsports conversation show with a strong pull toward motocross and Supercross. It sounds informal, but it is rarely lightweight. The show is at its best when race talk becomes a way to understand character, pressure, money, family, and the business of winning. One minute it is breaking down whoop technique at Star Racing. The next, it is asking why a young rider got overlooked, why a team culture can feel ruthless from the outside, or why racing with a parent can become a lifelong bond instead of just a childhood pursuit. The interviews give guests room. Bobby Regan’s appearances lean into team-building, hard conversations with riders, Hayden Deegan’s impact, Cole Davies’ rise, and the standards inside a program that expects winning. Brian Deegan’s episode stretches from parenting and motocross to self-investment, old race memories, and the belief systems that shape money decisions. The roundtable-style episodes bring a different charge. They are quicker, messier, and full of in-studio interruptions, with Ronan and Griff joining the talk around MXON, SMX, rider movement, Europe-to-America transitions, and the strange mood of Supercross silly season. The show also wanders into Supercars through Broc Feeney and Will Brown, where track design, penalties, driver input, and racecraft sit comfortably beside the motocross material. That range matters. Gypsy Tales is not only about results. It is about the people who build the results, the grudges and loyalties around them, the travel and visa headaches behind the scenes, and the hard choices that decide whether a racing life keeps going. The language can be direct and the tempo can be chaotic. Still, the show has a clear instinct for the human part of competition: who believes, who adapts, who gets protected, and who has to be told the truth.
Made for: Built for motocross, Supercross, MXON, SMX, and racing-culture listeners who enjoy long conversations with real insider texture. It also fits fans drawn to the business, parenting, travel, and career pressure behind elite motorsport.
What sets it apart: Gypsy Tales lets racing people talk long enough for the second story to matter. The show pairs granular moto detail with plainspoken conversations about loyalty, money, family, rider development, and the cost of chasing results.
Host Jase Macalpine has spent the last ten years as a Gypsy Film Maker traveling around the world. Gypsy Tales is about the people met along the way, people who have inspired the journey or are just plain interesting.
Based on 6 episodes we listened to · September 2026
Gypsy Tales connects race-day arguments with the team decisions, physical demands and personal stakes shaping life around motorsport.
Gypsy Tales treats racing as a problem to be argued through, from Supercross results and rider form to team changes, training loads and the design of better racetracks.
Jase Macalpine turns bench racing into the kind of argument that follows you back to the pits.
Press play if you want
Short reviews from the PlayNext desk, based on the episodes we processed.
A loose motocross episode is strongest when it treats racing as a lifelong bond between father and son.
Racing gives this episode its center of gravity, less as a path to a factory supercross dream than as a way families stay close over time. The strongest material comes through the memory of being 37 and still riding with a father: meeting at the track, watching him take an…
A candid look at the competitive engine, hard choices, and human loyalty behind Star Racing Yamaha.
Bobby Reagan's story is less a victory lap than a study of how Star Racing Yamaha turned appetite into infrastructure. He describes taking a team that riders once avoided, or dismissed outright, and shaping it into a dynasty with more than 40 percent of the sport's championships…
A loose moto conversation makes self-investment feel practical, personal, and genuinely costly.
This single-episode review treats investing in yourself as something more complicated than a slogan. The talk keeps returning to the real friction around money: buying hard drives, building a lawn-mowing business, paying for insurance, saving carefully, and deciding whether a…
A loose Supercross check-in carried by Pierce's speed, Hill's rise, and Malcolm Stewart's Tampa heat.
The Supercross check-in lands as a loose, easy conversation about momentum, with Pierce's missed chance, Hill's steady rise, and Malcolm Stewart's suddenly gripping season all feeding the same thread.
A loose silly-season mailbag that turns rider moves into a wider argument about practice, recovery, and racing.
Gypsy Tales treats silly season as a live listener mailbag, starting with social-media audio notes before getting into the practical mess of bringing riders from Europe to America.
A relaxed racing review on driver input, track design, and how penalties shape harder racing.
This single-episode review catches a racing conversation that works best when it stays close to how drivers actually judge circuits, passing, and punishment.
Host Jase Macalpine sits down with Red Bull Ampol Racing drivers Broc Feeney and Will Brown for their Q2 2024 quarterly report.
Brian Deegan links motocross with family bonding, saying he still rides with his dad at 37 and wants that same connection with Hayden Deegan and Huck.
Host Jase Macalpine and guests Griff and Ronan discuss the 'silly season' of rider transfers in Supercross and motocross, focusing on Jorge Prado's difficult move from Europe to America.
The host explains the podcast's slow release due to moving to the Gold Coast and a visa issue, recaps a Cape York trip, and reflects on his consistent podcasting output.
The hosts discuss the 2025 Motocross of Nations, celebrating the USA's back-to-back win and analyzing the event's chaos and rivalries.
Bobby Regan discusses the intense training and technique at Star Racing, focusing on the expectation to skim whoops in Supercross.
Gypsy Tales recaps the 2025 Supercross season with Griff, starting at Anaheim 1, where Jett Lawrence, Eli Tomac, and Chase Sexton set up a three-way storyline before the race shifted.
Gypsy Tales centers on motocross as family infrastructure, with the speaker describing 37-year-old rides with his father and no-pressure days on dirt bikes.
Bobby Regan discusses the technical demands of Supercross, particularly the challenge of whoops, and the intense coaching culture at Star Racing.
Bobby Reagan says Star Racing Yamaha was built on one rule: "the winning part" matters, and the team has won 45% of championships in the last 10 years.
The hosts discuss the 2025 Motocross of Nations, celebrating Team USA's back-to-back win and critiquing other podcasts' coverage.
The hosts discuss the upcoming Supercross silly season, including rider transfers and the impact of the Prado situation on European riders moving to America.
The host explains the podcast's slow release due to moving to the Gold Coast and a visa issue, recaps a trip to Cape York, and mentions his consistent podcasting grind.