(music) (5 hours) Hats | Monday’s Boring Objects | LMBYTS #1468 | Jason Newland | 20th October 2025

https://www.jasonnewland.com/

📄 "Hats – Monday’s Boring Objects | LMBYTS #1468 | Jason Newland | 20th October 2025"
🕒 Duration: 1 hour, 23 minutes
🔗 View the transcript on TurboScribe

🎩 Detailed Summary: This episode of "Let Me Bore You To Sleep" blends Jason Newland’s signature relaxing style with a mix of lighthearted storytelling, reflections on AI tools, childhood memories, and of course—hats.

💤 Opening Ramble & Rainy Day Reflections

• Jason starts with a casual intro, noting it’s a rainy day and musing on walking his dog, Vinnie, who has peculiar habits in bad weather (e.g., being picky about where to poo).
• He humorously describes himself swinging his umbrella like Charlie Chaplin and reflects on how strange behaviors are relative—“not even in my top 500.”

🤖 Jason Talks Tech (TurboScribe + ChatGPT)

• A surprising (and very meta!) section where Jason discusses how he uses TurboScribe and ChatGPT for his podcast workflow:
  • He uploads his recordings to TurboScribe for transcription.
  • Uses ChatGPT (hi! 👋) to summarize or generate descriptions.
  • Pastes these into Spreaker for publishing and SEO optimization.
• Mentions generating podcast art with AI image tools (e.g., cartoon versions of him and Vinnie), and editing them in Canva, which he’s subscribed to for years.

🎧 AI vs Human Podcasts

• Jason shares thoughts on AI-generated podcasts. While a fan of AI in general, he dislikes emotionless, robotic delivery in sleep podcasts.
• Reinforces that his show is all him—unscripted, unfiltered, and proudly human.

🐶 Daily Life Updates

• Vinnie didn't bark despite hours of loud banging from council workers—an unusual win.
• Jason reflects on his recent productivity, noting he’s released eight recordings in the past week including two on this day alone.
• Expresses personal fondness for his “Let Me Bore Your Pain Away” series.

👒 Finally... HATS!

• The main topic of the episode (eventually): Hats Jason has worn throughout his life, including:
  • Baby woolen hats knit by his nan (tight, lovingly made, often uncomfortable).
  • Sea Cadet caps (big, white, symbolic, occasionally used with chin straps aka “strap-ons”—a recurring comedic bit).
  • A trilby he bought as a teen to copy his older brother.
  • Work-related hats (in bakeries, cold storage, factories, etc.).
  • A leather cap he wore on stage during his comedy/music days.
  • A balaclava worn briefly during 2020’s face-covering requirements (too hot to keep on).
  • Winter hats for shaved-head warmth, and a fuzzy cap with ear flaps from his paper route days.
• There's a recurring gag about hats needing a strap-on (Jason’s tongue-in-cheek way of talking about chin straps), which he spins into light humor.

📦 Nostalgic Family Stories

• Anecdotes about Christmas with his nan, who’d knit uncomfortable but well-intentioned gifts like too-tight polo neck sweaters.
• Shares a story of faking thank-yous for gifts, making up names like “Thanks Steve!” for presents without checking the labels—only to get caught by his dad.

🧠 Miscellaneous Tangents (as always!)

• Discusses:
  • Childhood quirks (e.g., curling his toes while walking).
  • Nearly joining the army at 16 (chickened out at the last step).
  • Wages from past jobs, getting paid cash in brown envelopes.
  • How balaclavas used to have negative connotations in the UK, but have recently become trendy.
  • Personal dislike of ties and anything tight around his neck.

🧢 Final Reflections

• Jason wraps up by saying he’s shared all the hat stories he can recall.
• Ends with warm encouragement: “Be kind to yourself. You deserve to feel safe. Lots of love. Bye.”