Can You Ask That? with Landon Ashworth

Landon Ashworth
  • 5.0 (11)
  • SOCIETY & CULTURE

Actor and director Landon Ashworth interviews elite performers across sports, music, and film — asking the questions most interviewers never think to ask. From Jason Mraz on writing hit songs and touring, to Brandel Chamblee on Tiger Woods and elite golf, Tom Ashworth on Tom Brady and Super Bowl culture, Brian Dietzen on life as a working actor on NCIS, and Derek Theler on fame and moving from sitcom star to movie roles. Smart, curious, unfiltered conversations from an autistic mind — for anyone who loves deep, honest interviews.

Episodes

  1. Tom Ashworth: Winning Super Bowls, Tom Brady, and What Winning Actually Requires

    FEB 6

    Tom Ashworth: Winning Super Bowls, Tom Brady, and What Winning Actually Requires

    Dynasties don’t happen by accident — and they don’t happen because of motivation speeches. Tom Ashworth spent years inside one of the most successful organizations in sports history: the New England Patriots. In this episode, he sits down with actor and director Landon Ashworth for a grounded, thoughtful conversation about what winning at the highest level actually demands, and why most people misunderstand how sustained excellence is built. This is not a hype-filled football episode. It’s a clear-eyed look at systems, standards, discipline, and accountability — the unsexy traits that quietly separate great organizations from everyone else. Some of the conversation centers on Tom Brady — not as a myth or marketing icon, but as a working professional inside a brutally demanding culture. Tom explains what made Brady different, how leadership really functioned inside the Patriots organization, and why “talent” was never the most important variable. They talk about: What Super Bowl–level preparation actually looks like Why standards matter more than motivation How elite teams enforce accountability without chaos The difference between confidence and entitlement Why most people want the results of winning, not the lifestyle What breaks organizations once success arrives The episode also explores the psychological cost of excellence — how winning cultures can be misunderstood as cold or harsh, and why comfort is often the enemy of sustained success. Tom reflects on how being inside a championship system permanently changes the way you see effort, excuses, and leadership. Landon approaches the conversation not as a fan, but as someone obsessed with performance, pressure, and long-term excellence — drawing parallels between elite sports, filmmaking, and any field where the margin for error is small and the spotlight is unforgiving. Together, they unpack why dynasties are rare, why they inevitably collapse, and what individuals can realistically borrow from championship cultures without burning themselves out or becoming insufferable. This episode isn’t just for football fans. It’s for: People building teams or companies Creatives trying to operate at a higher standard Anyone fascinated by elite performance psychology Listeners tired of shallow “winning mindset” clichés There are no shortcuts offered here. No motivational slogans. Just an honest conversation about consistency, sacrifice, and the discipline required to keep winning when everyone else is talented too. Whether you love the Patriots or hate them, this episode offers something more valuable than fandom: a clear understanding of what excellence actually costs — and why so few are willing to pay it for very long. Measured, thoughtful, and quietly intense, this is a rare look inside a championship culture — without mythology, without nostalgia, and without pretending it was easy.

    55 min
  2. Jason Mraz: Fame, Writing Hit Songs, and the Business of Touring

    JAN 31

    Jason Mraz: Fame, Writing Hit Songs, and the Business of Touring

    Jason Mraz has written some of the most recognizable songs of the last two decades — but fame, success, and longevity don’t work the way most people think they do. In this conversation, actor and director Landon Ashworth sits down with Jason to talk honestly about writing hit songs, navigating the music industry, touring as a business, and what fame actually costs once the lights go off. They dig into creativity, pressure, identity, burnout, and why so many talented people disappear while others last. This isn’t a press interview. It’s a long-form, unfiltered conversation about how success really works, how songs are actually written, and what it takes to keep creating when the world already knows your name. Topics include: How hit songs are really written The myth of “overnight success” Touring as a business (and a grind) Fame vs. fulfillment Staying creative without losing yourself What most artists get wrong about the industry A rare, thoughtful conversation with one of the most successful songwriters of his generation.

    1h 25m

  3. SEASON 1, EPISODE 2 TRAILER

    Can You Ask That Podcast *Trailer 2*

    A podcast from an autistic mind asking the questions no one else thinks to ask. Interviewing massive celebrities and trying to unlock the key to their success.

    2 min

  4. SEASON 1, EPISODE 1 TRAILER

    Can You Ask That? *Trailer*

    The "Can You Ask That" podcast trailer.

    2 min

Trailers

Ratings & Reviews

5
out of 5
11 Ratings

About

Actor and director Landon Ashworth interviews elite performers across sports, music, and film — asking the questions most interviewers never think to ask. From Jason Mraz on writing hit songs and touring, to Brandel Chamblee on Tiger Woods and elite golf, Tom Ashworth on Tom Brady and Super Bowl culture, Brian Dietzen on life as a working actor on NCIS, and Derek Theler on fame and moving from sitcom star to movie roles. Smart, curious, unfiltered conversations from an autistic mind — for anyone who loves deep, honest interviews.

Information

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