Best Tyler Osborne Podcasts (2025)

1
R.I.P. Netflix interactive specials 51:46

2h ago51:46

51:46

Bonus episode! We're pouring one out for the "choose your own adventure" style Netflix specials that were recently wiped from the platform, including popular specials Black Mirror: Bandersnatch and Unbreakable Kimmy Schmidt: Kimmy vs the Reverend. We get into the origins and mechanics of this unique fusion of movies and games, and why it's tragic t…

1
Ep 10: Discover How the Rich Stay Rich: Insider Trust and Estate Hacks 11:51

4d ago11:51

11:51

Tyler Osborne, the Money Master, discusses how to create generational wealth using trusts. He explains various trust types, including living, testamentary, revocable, and irrevocable, and their benefits for asset protection, probate avoidance, and tax reduction. Learn why having both a trust and a will is essential for effective estate planning.…

1
STAR TREK: TNG makes first contact (with Chris Farnell) 1:31:10

7d ago1:31:10

1:31:10

Star Trek: The Next Generation: "First Contact" We come in peace! Author Chris Farnell (Star Trek: Lower Decks Crew Handbook, Fermi's Progress) gets beamed up with us to talk about this perspective flip on the usual Star Trek formula -- a story that positions our Enterprise crew as mysterious space invaders to a planet that has never met aliens. We…

1
Ep 9: Generational Wealth Starts Here: The Power of Life Insurance 14:58

7d ago14:58

14:58

Think life insurance is just for funerals? Think again. In this episode, Tyler Osborne breaks down how life insurance can be one of the smartest, sexiest tools in your wealth-building playbook. From tax-free benefits to creating a lasting legacy, this is your blueprint for generational wealth — even if you're a baller on a budget.…

1
Ep 8: What Couples Get Wrong About Finances—and How to Get It Right 15:26

11d ago15:26

15:26

In this real, raw, and relationship-saving episode of Money Master Nation, Tyler Osborne unpacks the top 5 ways men and women think differently about money—and why understanding those differences could be the key to saving your relationship and your retirement. Whether you're dating, married, or just trying to navigate shared financial goals, this …

1
MYTHIC QUEST's re-edited series finale 35:43

14d ago35:43

35:43

Bonus episode! Mythic Quest concluded its fourth season last month, and then was swiftly cancelled... but in a weird and unprecedented twist, its ending was re-edited and altered to, allegedly, function better as a series finale AFTER most people watched its original version, itself now erased from AppleTV completely. It's odd, and we talk about wh…

1
Ep 7: How to Stop Losing Money in Your 50s: The Truth About Income Riders 21:00

14d ago21:00

21:00

In this powerful episode of Money Master Nation, Tyler Osborne breaks down what to do when the market is volatile, and your retirement feels like it's vanishing before your eyes. With inflation rising and market uncertainty growing, Tyler explains what’s causing the chaos—and, more importantly, what you can do about it. He dives deep into: The 3 ph…

1
DAYS OF OUR LIVES gets possessed by the Devil (with Chels Eichholz) 1:56:14

21d ago1:56:14

1:56:14

Days of Our Lives: The Marlena Possession Arc We're levitating as we cover the 90s storyline that introduced the supernatural into soap operas and changed daytime TV forever! Chels from ⁠The Q Division⁠ and ⁠And a Rewatch Podcast⁠ helps us prep our exorcisms as we get into the history of this extremely long-running soap, and how the O.J. Simpson tr…

1
Ep 6: Is Your 401(k) a Trap? The Truth Most Financial Advisors Won’t Tell You 28:48

22d ago28:48

28:48

In this eye-opening episode, Tyler Osborne breaks down the truth about 401(k)s—what they are, how they really work, and why they may not be the retirement safety net you think they are. Tyler dives into the history, hidden fees, tax traps, and lawsuits tied to major corporations managing 401(k)s. You’ll learn: Why 401(k)s were never intended for th…

1
Ep 5: How Money Really Works: Master the Rule of 72 and Build Wealth 17:30

26d ago17:30

17:30

In this power-packed episode, Tyler Osborne breaks down the basics of building real wealth—without the jargon. Whether you're just starting out or catching up late in the game, Tyler explains how to understand the Rule of 72, grow your money the smart way, reduce your tax burden, and plan your money in three stages: accumulation, preservation, and …

1
The ABBOTT ELEMENTARY/ALWAYS SUNNY crossover 48:55

28d ago48:55

48:55

Bonus episode! On the heels of our episode on It's Always Sunny in Philadelphia, we're having a chat about its surprising crossover earlier this year with Abbott Elementary! We get into what made this crossover so unique and highly anticipated, how they were able to mix these wildly different characters and tones, and how Quinta Brunson and Rob McE…

1
Ep 4: What Every Parent Needs to Know Before Paying for College 34:36

29d ago34:36

34:36

Sending your kids to college shouldn’t mean sacrificing your own financial future. In this episode, Tyler Osborne breaks down exactly how to pay for college the smart way—without taking on crushing debt or draining your retirement. Tyler walks you through: How to avoid the 3 big killers of wealth (debt, taxes, and lack of savings) The best scholars…

1
Ep 3: Why You Need a Financial Coach (and Not TurboTax) 32:01

1M ago32:01

32:01

In this episode, Tyler breaks down why everything costs more in 2025—from gas to groceries—but most people’s incomes haven’t kept up. He explains how inflation is hurting your wallet, how taxes and debt are silently killing your wealth, and what you can do right now to fight back. Tyler also shares: The 3 biggest wealth killers: debt, taxes, and la…

1
Ep 2: Habits Over Hype: The Real Reason You're Still Broke 26:24

1M ago26:24

26:24

In this episode, Tyler Osborne gives you the tough love and real talk you need to finally take control of your money. If you already know what you should be doing—saving, paying off debt, building wealth—but still aren’t doing it, this is your wake-up call. Tyler breaks down the basics: Why you need $1,000 saved right now How to pay off debt and bu…

1
Ep 1: You Deserve to Win: Stop Letting Money Stress Run Your Life 2:46

1M ago2:46

2:46

Welcome to the very first episode of Money Master! Tyler Osborne opens up with a powerful story about his own journey from struggling to survive financially—with four kids and endless money stress—to becoming a private banker for JP Morgan and now a financial coach on a mission. If you're tired of living paycheck to paycheck, overwhelmed by debt, o…

1
IT'S ALWAYS SUNNY IN PHILADELPHIA does a noir (with Chris Osborne) 1:30:35

1M ago1:30:35

1:30:35

It's Always Sunny in Philadelphia: "The Janitor Always Mops Twice" Don't be a goon! Chris Osborne of the Play Comics podcast joins us for this beautifully artful and smart take on film noir from the long-running raunchy comedy... which still somehow centers on "diarrhea poisoning" and includes eating cat food. We dig into the great lengths taken to…

1
THE SECRET WORLD OF ALEX MACK keeps a secret from Alex Mack (with Dr. Lara Ameen) 1:46:50

2M ago1:46:50

1:46:50

The Secret World of Alex Mack: "24 Hours" In one of the coolest stories we've heard on this podcast, Dr. Lara Ameen shares her unique connection to the 90s Nickelodeon series about the girl with T-1000 powers -- from meeting and befriending the cast and creators, to helping film scenes in the series finale, to casting star Larisa Oleynik in her dis…

1
ADVENTURE TIME glitches out (with Tommy Proffitt) 2:16:51

2M ago2:16:51

2:16:51

Adventure Time: "A Glitch is a Glitch" Tommy Proffitt goes into the source code of the universe with us for Cartoon Network's massively innovative and influential series -- and an unsettling 3D-animated episode from experimental filmmaker David OReilly! We explore the history of glitch art (and where the word "glitch" even comes from) and how this …

1
STAR TREK: DEEP SPACE NINE plays baseball (with Tyler McCarty) 1:48:29

3M ago1:48:29

1:48:29

Star Trek: Deep Space 9: "Take Me Out to the Holosuite" Death to the opposition! Tyler from Hate Speech Podcast and Animorphing Time joins us for this famous Star Trek episode, where the crew takes a breather from their high stakes war drama for a baseball game on the holodeck. We talk about the role this American pasttime plays in both the 24th ce…

1
MANIAC MANSION’s first episode is a 10th anniversary clip show (with Chris Cummins) 1:51:13

3M ago1:51:13

1:51:13

Maniac Mansion: "The 10th Anniversary Special" In quite possibly the only time we’ll ever cover a pilot episode on this podcast, Chris Cummins of Sci-Fi Explosion joins us for this forgotten, but subversive and smart Eugene Levy-helmed Canadian sitcom and its bizarre first episode – a fake clip show celebrating its 10th anniversary. Seriously! We t…

1
SMALLVILLE has a magical Christmas death dream 2:05:53

6M ago2:05:53

2:05:53

Smallville: "Lexmas" The first Christmas episode of this Superman adaptation pulls out all the holiday stops, as a dying Lex Luthor is offered a Christmas Carol/It's a Wonderful Life-infused dream of a love-filled future from the ghost of his mom...complete with the most tinsel and soft glow you've ever seen. Oh, and did we mention Santa Claus is r…

1
BROAD CITY posts Instagram Stories (with Hamish Steele) 1:54:59

7M ago1:54:59

1:54:59

Broad City: "Stories" The great Hamish Steele returns for an episode told (almost) entirely through not-quite Instagram stories! As Abbi Jacobson and Ilana Glazer take a 30th birthday walk along the entire length of New York City, we talk about this show's insights into social media and millennial culture, the weird political space it occupied by s…

1
DEXTER'S LABORATORY is written by a six-year-old fan (with Tyler Lee) 1:24:42

7M ago1:24:42

1:24:42

Dexter's Laboratory: "Dexter and Computress Get Mandark!" When Tyler Lee was six and a half, he and his mother recorded him narrating his own story for his favorite cartoon... and then it was animated into a famous episode! Tyler himself joins us to talk about his brush with Cartoon Network fame, and how it led to his brief stint in child acting an…

1
MY SO-CALLED LIFE tells a ghost story (with Matt Baume) 1:23:20

7M ago1:23:20

1:23:20

My So-Called Life: "Halloween" We're joined by Matt Baume (YouTuber, award-winning author, and host of Matt’s So-Cast Pod) for this seminal Gen X teen drama and the poster child of 90s cancelled-too-soon TV--and the much-maligned time it ditched the grounded realism it was so famous for in a Halloween ghost story involving time travel and dying you…

1
BREAKING BAD is obsessed with one fly (with Daniel Roemer) 2:01:04

8M ago2:01:04

2:01:04

Breaking Bad: "Fly" It's a tentpole of the golden age of television, so we had to get to Vince Gilligan's crime thriller eventually...and that meant doing its most divisive episode, a Rian Johnson-directed low-budget chamber piece all about catching a fly! We dig into Bryan Cranston and Aaron Paul's performances, the inventive camerawork, an even l…

1
SEINFELD goes backwards 1:39:46

8M ago1:39:46

1:39:46

Seinfeld: "The Betrayal" In one of the most famous sitcom episodes of all time, Seinfeld tells the story of a wedding in India, spraypainted Timberlands, peach schnapps, an evil birthday wish, and of course, many many betrayals... all in reverse order! We talk about this episode's roots in Harold Pinter's play of the same name, along with the compl…

1
TRU CALLING flips the hero and villain 2:06:35

9M ago2:06:35

2:06:35

Tru Calling: "The Last Good Day" Few people remember Eliza Dushku's first post-Buffy series about a time-travelling morgue employee co-starring Zach Galifianakis, but it's one of the most interesting shows of the era -- both for its bizarre behind-the-scenes story, and for its philosophical, cosmic, and stellar second season that barely anyone saw.…

1
STARGATE SG-1 gets stuck in a time loop (with Zack Morrison) 1:38:37

9M ago1:38:37

1:38:37

Stargate SG-1: "Window of Opportunity" TV writer and director Zack Morrison, creator of the award-winning comedy pilot Canusa Street, joins us for a beloved and hilarious episode of one TV's tentpole sci-fi shows! Zack talks about his experience in creating a TV pilot and how the Stargate series influenced his work. Plus, we dig into this show's co…

1
THE OUTER LIMITS invents the first bottle episode 1:31:43

10M ago1:31:43

1:31:43

The Outer Limits: "Controlled Experiment" There is nothing wrong with your podcast app. We are controlling transmission. It's another Gimmicks historical deep dive as we explore TV's very first bottle episode--a term coined by Outer Limits creator Leslie Stevens! We dig into what "bottle episode" actually means and how this installment of the sci-f…

1
RUGRATS have a surreal fantasy about adulthood (with Danielle Weisberg) 1:42:55

10M ago1:42:55

1:42:55

Rugrats: "What the Big People Do" TV writer Danielle Weisberg (The Simpsons, Krapopolis) joins us for one of the tentpole 90s Nicktoons from animation behemoth Klasky-Csupo, and its strange and scary imaginary tale about an adulthood with baby heads on adult bodies. We talk about Danielle's trajectory from being a Batman stand-in on Conan to writin…

1
THE O.C. has a holiday coma dream (with Louie Rendon) 1:39:36

11M ago1:39:36

1:39:36

The O.C.: “The Chrismukk-Huh?” It's Chrismukkah in July! Louie Rendon of The Mixed Reviews (who's appropriately recording from his beach vacation) heads to sunny California for this teen drama's It's a Wonderful Life homage, featuring an alt-world coma dream during the holidays where Ryan (Ben McKenzie) never came to Newport Beach! We talk about th…

1
Reairing: STAR WARS: THE CLONE WARS traps bounty hunters in a box (with Distant Echoes) 1:45:06

11M ago1:45:06

1:45:06

Star Wars: The Clone Wars: "The Box" We're revisiting this early episode of Gimmicks from 2022 with new commentary! First, David talks about his own thoughts on the movie Cube and his experiences with Star Wars and The Clone Wars. Then, we present the original episode with fellow Glitterjaw friends Cass and Tommy of Distant Echoes to talk about thi…

1
Reairing: LOST kills Nikki and Paulo (with Animorphing Time) 2:11:11

11M ago2:11:11

2:11:11

Lost: "Exposé"We're revisiting this early episode of Gimmicks from 2022 with new commentary! First, David provides his hot takes on Nikki & Paulo, Shannon, and falling in love with Sayid, while Derek gives updates about Lost and Damon Lindelof in 2024. Then, we present the original episode where Tyler and Nate (Animorphing Time, The Bruce Campbell …

1
Reairing: BATMAN does a Rashomon-style cop drama (with Gavin Mevius) 1:32:58

12M ago1:32:58

1:32:58

Batman: The Animated Series: "P.O.V." We're revisiting this early episode of Gimmicks from 2022 with new commentary! First, David provides his thoughts on Batman and its amazing intro, while Derek talks about his recent experience watching the show with food poisoning. Then, we present the original episode with Gavin Mevius of The Mixed Reviews to …

1
Reairing: SLIDERS tells three stories about love, fate, and time (with Annie Fish) 1:52:39

12M ago1:52:39

1:52:39

Sliders: "As Time Goes By" We're revisiting this early episode of Gimmicks from 2022 with new commentary! First, David provides his thoughts on Sliders and Jerry O'Connell (famously NOT our favorite Slider), while Derek is still in awe that no network has tried to reboot it. Then, we present the original episode with Annie Fish, author of the Think…

1
BOB’S BURGERS tunes into a WWII spy story 1:40:52

1y ago1:40:52

1:40:52

Bob's Burgers: "Radio No You Didn't" Milioti May concludes as Bob's Burgers does a paranoia thriller period piece! Cristin Milioti is unrecognizable as Bob Belcher's grandmother, the protagonist of a tense Hitchcock-style story in the 1940s that centers on a Nazi spy, a crying baby, and a very heavy old radio. We discuss how this episode plays its …

1
HOW I MET YOUR MOTHER shows The Mother’s journey 1:41:15

1y ago1:41:15

1:41:15

How I Met Your Mother: "How Your Mother Met Me" As one of the seminal sitcoms of the 2000s, CBS's HIMYM eventually had to do the impossible: introduce the titular mother that had been teased for nine years and somehow get us all to like her. This 200th episode positions The Mother as the lead character in a nine-year-long journey to learn how to lo…

1
THE WEST WING works late 2:16:54

1y ago2:16:54

2:16:54

The West Wing: "17 People" In what's widely regarded as one of TV's all-time best bottle episodes, the staff of The White House stays late for two reasons: a tense confrontation in the Oval Office about the President's health, and a writers' room punch-up of Correspondents' Dinner jokes. Time to talk turn-of-the-century liberal politics with Aaron …

1
DRAGON BALL Z's heroes learn to drive (with Stik Braxton) 1:35:13

1y ago1:35:13

1:35:13

Dragon Ball Z: "Goku's Ordeal" (aka "License Mastery? Goku's Newest Trial") Author and Podcaster Stik Braxton returns for Akira Toriyama's hugely influential anime and one of the most famous filler episodes of all time -- the one where Goku and Piccolo try to get their driver's licenses! We discuss Toriyama's legacy, the heydey of Toonami, the stra…

1
SABRINA THE TEENAGE WITCH gets addicted to pancakes 1:57:57

1y ago1:57:57

1:57:57

Sabrina the Teenage Witch: "Pancake Madness" The answer to the riddle is cakes on the griddle! In this parody of Very Special Episodes and Reefer Madness, Sabrina (Melissa Joan Hart) gets hooked on pancakes... and we're pretty sure it got this show a tax credit from the government! We talk about the Office of National Drug Control Policy (ONDCP) an…

1
AVATAR: THE LAST AIRBENDER does a stage play (with Spencer Johnson) 2:03:22

1y ago2:03:22

2:03:22

Avatar: The Last Airbender: "The Ember Island Players" Storyboard artist Spencer Johnson (Star Trek: Lower Decks, Scavenger's Reign) joins us for Nickelodeon's anime-inspired action series, and its famous recap episode where our heroes watch a theatrical production of their own adventures...and are forced to reflect on their own choices. We talk ab…

1
NEWSRADIO sinks the Titanic 1:43:57

1+ y ago1:43:57

1:43:57

Newsradio: "Sinking Ship" What do you do when you're a surrealist sitcom that's been treated badly by NBC and pretty sure you're about to be cancelled? Blow all the network's budget on an effects-heavy period piece! In what was famously Phil Hartman's last appearance, Newsradio parodies the recent and hugely popular Titanic film...or the trailer fo…

1
ALIAS blows up its premise after the Super Bowl 2:10:48

1+ y ago2:10:48

2:10:48

Alias: "Phase One" Just in time for the Big Game, we're covering when the classic J.J. Abrams spy thriller Alias scored the treasured Super Bowl lead out slot... and aired its wildest episode that not only demolishes its original premise and radically retools the series, but also attempts to function as a self-contained entry point for new viewers.…

1
30 ROCK becomes a Real Housewives show (with Nick Coffman) 1:29:14

1+ y ago1:29:14

1:29:14

30 Rock: "Queen of Jordan" HAM! Nick Coffman from Hard Drive and Smashing Game Time joins us for an iconic episode from the Tina Fey comedy that spotlights Angie Jordan (Sherri Shepard) and her Real Housewives-esque in-universe show, which includes lots of wine throwing, Alec Baldwin doing pratfalls and being mistaken for gay, Titus Burgess in his …

1
SUPERMAN investigates the death of Clark Kent 1:21:58

1+ y ago1:21:58

1:21:58

Superman: The Animated Series: "The Late Mr. Kent" The Big Blue Boy Scout finds himself tangled in a noir-style murder mystery when his alter-ego of Clark Kent appears to be killed! With private eye-style flashback narration, a grounded crime story with death row and a dirty cop, and a dark ironic ending worthy of Batman, this episode explores why …

1
FRINGE goes on a musical noir fairy tale drug trip (with Merrilee O'Neil) 2:06:12

1+ y ago2:06:12

2:06:12

Fringe: "Brown Betty" Merrilee O'Neil joins us for one of the strangest genre mash-ups of all time from this cult sci-fi show, where a grief-stricken mad scientist tells a fairy tale about glass hearts, singing corpses, and quantum laser knives to a child while being stoned out of his gourd. We explore this episode's surprising ties to the success …

1
DOCTOR WHO takes a trip to Midnight (with Hamish Steele) 2:05:50

1+ y ago2:05:50

2:05:50

Doctor Who: "Midnight" Hamish Steele (creator of Dead End: Paranormal Park and DeadEndia) joins us for one of Doctor Who's best and scariest episodes, which uses knocking, repetition, and a tourist bus to expose the darkness of humanity. On the heels of David Tennant, Catherine Tate, and Russell T. Davies returning for the 60th anniversary, we disc…

1
ANGEL gives Cordelia an alternate life 2:10:08

1+ y ago2:10:08

2:10:08

Angel: "Birthday" It's an ode to Cordelia Chase in this It's a Wonderful Life homage, where Queen C faces certain death, is guided by an affable demon to reflect on her life choices, and finally lives the alternate life she always dreamed of as a rich and famous actress. We talk all about the weird legacy of this Buffy spin-off, including the real-…

1
FUTURAMA kills Fry 2:07:47

1+ y ago2:07:47

2:07:47

Futurama: "The Sting" Every TV viewer knows that even if the main character dies, things have to get back to normal somehow, right? This surreal, emotionally-charged episode explores every possibility of that premise, from dreams and hallucinations, to sci-fi resurrections, to even the show's own impending cancellation. Trippy visuals, a stellar Ka…

1
DONNA REED does TV's first Rashomon episode 1:40:41

1+ y ago1:40:41

1:40:41

The Donna Reed Show: "Have Fun" We're venturing back to the late 1950s for a piece of television history you may not have known about -- the first ever Rashomon-style episode! Though Donna Reed became known as the ur-example of a typical sitcom housewife, this episode shows off how modern and high-concept this series could be, as the story of Donna…

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