Ryan Doyle grew up with an Irish Catholic grandmother, strict rules, and a constant sense of doing everything wrong. Then he went to clown school in France where they insult you, f*ck with your head, and force you to face the fact that people are going to hate you...

What You'll Learn:

• How Catholic guilt and shame actually become creative fuel
• How clown school trains you to stop caring what people think
• The cut-up technique: stealing text from anywhere and sculpting it with the delete key
• Why his fiancée is his only audience before anyone else sees his work
• Gremlin Day: one day a month with zero rules, pizza, weed, and Real Housewives
• The Hindu priestess who gave him a flower that unblocked his throat chakra
• How he's working 10-12 hours a day on one insane show after years of being scattered

About Ryan: Ryan Doyle is a writer, performer, and clown creating Free Speech, a one-hour show that performs every type of speech possible. He does typewriter poetry at weddings, wrote a board game over seven years, and paints himself green to sing Rat Pack songs as a goblin.

Links:

Discover your To-Do List personality: thetodoshow.com/quiz

Follow Ryan: ryan-doyle.com

More episodes: thetodoshow.com

Coach Lee wakes up at 2:30am. Works out, builds her coaching business, then goes to her full-time job as a criminal defense attorney. She's in bed by 8:30pm. And her coaching philosophy is "The goal is once we finish working together, for you not to come back." That's a terrible business model. And exactly why it works.

What You'll Learn:

• Why she calls it "procrast-planning" (when you plan instead of actually doing the thing)
• Her 2:30am-8:30pm schedule that lets her run two full careers without burnout
• The three categories for any task: must do, need to do, want to do
• Why following productivity gurus without adapting to your lifestyle always fails
• Her "terrible business model": teaching clients to never need her again
• How to check if what you say is important is actually, factually what's important
• Why she's "very anti hustle and grind, but not anti hard work"

About Coach Lee: Coach Lee is a criminal defense attorney and productivity coach who believes in realistic, sustainable systems over guru advice. She helps high-achieving women build schedules that actually work for their lives, not someone else's Instagram version of productivity.

Links:

Discover your To-Do List personality: thetodoshow.com/quiz

Coach Lee's Website: www.legallee.me

More episodes: thetodoshow.com

Amanda Kwan works her corporate marketing job from 8:30am to 6:30pm. Then she preps food until 2am for her underground dining concept that seats 22 people and has a 400-person waitlist. She sleeps 4-6 hours a night. She hosts 60-person Thanksgivings. And she chose all of this.

What You'll Learn:

• The invisible labor of being The Organizer: the friend who remembers birthdays, makes reservations, hosts everything

• How she manages calls at 3am with Japan and 11pm with the West Coast

• Starting a private dining concept during COVID that turned into a 400-person waitlist, all word of mouth

• Her "if I die tomorrow, I'd die happy" operating principle

About Amanda: Amanda Kwan runs global marketing for a Hong Kong brand while operating Savour Cinema, an underground dining concept she co-founded during COVID. She also runs an events company, organizes TEDx talks, and leads Women of Influence at AmCham Hong Kong.

Links:

Discover your To-Do List personality: thetodoshow.com/quiz

Savour Cinema: @savourcinema on Instagram

More episodes: thetodoshow.com

Jen and her husband Rory share their alternative to New Year's resolutions. It's called Words of the Year, and it's the practice that's completely transformed how they approach everything.If you're tired of failing at New Year's resolutions, this one's for you.

What You'll Learn:

• Why New Year's resolutions lead to burnout (and the February crash we all know too well)
• How to choose one word that guides your entire year without crushing you with expectations
• The story of how Rory's word "family" led to an unexpected marriage three months later
• Jen's wellness journey: 2-3 hours daily of nervous system regulation and becoming a different person
• How to use AI to help choose your word (and the concept of word ladders)
• Why focusing on your weakest area beats optimizing what you're already good at
• The difference between open vs. restrictive words (and why "flow" works better than "money")

About This Episode:

Jen and Rory share their personal experiences with Words of the Year, from unexpected marriages to complete personality transformations. This is for anyone tired of failing at resolutions and ready for a simpler, more powerful approach to personal growth.

Links:

Discover your To-Do List personality: thetodoshow.com/quiz

More episodes: thetodoshow.com

Santa Mike spent 21 years working warrants for the courts. Parking tickets to wanted felons. He saw families at their absolute worst. Then he retired, met another Santa in a Zoom acting class, and everything changed. Now he's a full-time professional Santa using every bad Christmas he witnessed to show up better.

What You'll Learn:

• "Santa enters through the heart, not the chimney" and what that actually means

• Why Christmas is invisibly hard for people and how he reads every room

• The countdown exit strategy so kids don't have an awkward Santa goodbye

• How he engineers the perfect photo when kids are terrified of sitting on Santa's lap

• December schedule: one day off until Christmas, sometimes 400 kids in one brunch

• The 200-year history of stockings hanging by the chimney (St. Nicholas origin story)

• Why he carries quiet bells for kids with sensory needs

About Santa Mike: Santa Mike is a professional Santa based outside Philadelphia. Real beard. Blue eyes. Fifth year in the business. He works with photographers, does home visits, corporate events, tree lightings, and parades. He's watching the same kids grow up year after year.

Links:

Discover your To-Do List personality: thetodoshow.com/quiz

Connect with Santa Mike: https://www.instagram.com/get_santa_mike/

More episodes: thetodoshow.com

This is the most heartwarming conversation I've had on this show. Santa Claus - yes, the real one - sat down with me in the middle of his busiest season to talk about his to-do list, his marriage, and what he wishes humanity understood about the spirit of giving.

What You'll Learn:

• How Santa's to-do list is organized by monthly themes (and why Mrs. C runs the naughty/nice list)
• The logistics of delivering across time zones when every direction from the North Pole is south
• Why Santa does yoga, Zumba, and calisthenics with elves (lower back health matters at 1,755)
• The gift paradox: why the "right" present for the "right" child is more complicated than you'd think
• What really makes the nice list vs. the naughty list (hint: inaction counts too)
• Santa's stress management philosophy: Do what you can, influence what you can, put it down

This Episode Is Family-Friendly:Safe for children who want to understand the behind-the-scenes magic of what Santa does year-round, especially in December.

Santa's Advice for the Holidays:Get outside. Look at the stars. Sing songs. And remember: the best gift you can give this Christmas might just be hearing a story or telling one.

Links:

• Discover your To-Do List personality: thetodoshow.com/quiz
• More episodes: thetodoshow.com

Lily Szabo was a classic Type A overachiever: running a hostel, managing a team, living and dying by her calendar. Then she got pregnant and hoped motherhood would cure her burnout.

Spoiler: It didn't.

She had to completely rebuild her sense of self without external validation, deliverables, or adult conversations.

What You'll Learn:

• The difference between self-esteem and self-worth (and why it matters for mothers)
• Why postpartum anxiety might be a normal response to having no village
• How to deprogram from "productivity mindset" when caring for a baby
• Putting work last: self first, family second, everything else after
• Building your own village

About Lily:Lily Szabo is a mom, community builder, and digital nomad visa nerd based in Chiang Mai, Thailand. She hosts the Amagi Village podcast exploring how we redesign community in today's landscape, and alongside her husband runs CNX Local - a trusted guide for families relocating to Chiang Mai. She's raising two daughters while advising founders, nurturing local community, and learning to live intentionally.

Links:

• Discover your To-Do List personality: thetodoshow.com/quiz
• Lily's Podcast (Amagi Village): youtube.com/@amagilife
• CNX Local: cnxlocal.com
• LinkedIn: linkedin.com/in/itslilyszabo
• More episodes: thetodoshow.com

Safir Jamal runs a business in 25+ countries, which means WhatsApp messages from every time zone, proposals that take 15 hours each, and calls at midnight.

His calendar is color-coded. His date nights are scheduled. If it's not on the calendar, it doesn't happen - because if he doesn't protect his time, work swallows everything.

What You'll Learn:

• The color-coded calendar system that runs a 25+ country business
• Why time-boxing is the only way to survive this pace
• How to scale from solo founder to global field teams
• Building a custom CRM on Notion
• The reality of B2C, B2B, and B2G business models
• Why he does his best strategic work at 11pm
• The advice from his wife: "You have time, you're just not allocating it"

About Safir:Safir Jamal is the founder and CEO of Global Nomad Pass, a membership that rewards travelers for supporting local businesses in 25+ destinations worldwide.

Links:

• Discover your To-Do List personality: thetodoshow.com/quiz
• Global Nomad Pass: globalnomadpass.com
• Instagram: @globalnomadpass
• More episodes: thetodoshow.com