Best Ashlee Simpson Podcasts (2024)

1
Tiger Woods Drives His Marriage Into the Rough with Even the Rich | 53 48:20

27m ago48:20

48:20

At 2:30AM on Thanksgiving night 2009, Tiger Woods, one of the most famous athletes in the world, drove his car into a tree outside his neighbor’s house. This bizarre accident set off a chain of events that exposed Tiger’s secret affairs to the world and wound up wrecking more than his Escalade: It wrecked his marriage, and almost totaled his career…

1
The Lore of Limited Too 52:31

7h ago52:31

52:31

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey take you back to school shopping in the y2k era browsing racks of brightly-hued, bedazzled clothing and rummaging through bins of jeweled accessories in this deep dive of Limited Too. They discuss their favorite items from the beloved tween brand including beaded door dividers, bedroo…

1
Listen now: The Great Creators 7:37

5d ago7:37

7:37

Become a more inventive, imaginative you. Every week, Guy Raz (creator of How I Built This) leads a deep dive conversation with someone at the top of their game. From conquering stage fright to learning to be more present and focused, you'll learn how each guest mastered their craft and ultimately became more successful in life. The result? An arse…

1
Celebration, Florida: The Unhappiest Place on Earth with Stuff You Should Know | 52 40:23

11d ago40:23

40:23

Celebration, Florida was conceived by the Disney Corporation as a magical utopian community, something straight out of a fairy tale—meticulously planned, picturesque neighborhoods replete with ice cream parlors, bike paths, and state-of-the-art facilities. But the promise of living in a theme park soon became nauseating thanks to a greedy real esta…

1
Lady Gaga’s The Fame Turns Sweet Sixteen 1:12:44

10d ago1:12:44

1:12:44

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey offer a track by track analysis of The Fame, Lady Gaga’s debut album. They retell the story of Gaga’s Lower East Side club beginnings, getting dropped from her record label just three months after signing on, to when she popped with her debut single Just Dance. They discuss the big hi…

1
119. The REAL Tea on Jonathan Taylor Thomas 1:52:05

9d ago1:52:05

1:52:05

Today we go back to the 90s to look closer at one of its biggest stars, Jonathan Taylor Thomas. Jonathan rose to fast fame with iconic roles in TV's Home Improvement and Disney's The Lion King, but is probably best known for gracing the pages of every teen magazine in the world. Though he made millions and achieved a level of fame most could only d…

1
Nipplegate: Janet Jackson's Super Bowl Slip Up with Dylan Adler and Akilah Hughes | 51 48:48

18d ago48:48

48:48

It was the nip slip seen round the world. Whether by accident or on purpose, the nation caught a brief glimpse of Janet Jackson’s breast on live television during the 2004 Super Bowl halftime show while she was performing with Justin Timberlake. Quickly dubbed "Nipplegate," the incident ignited a firestorm of controversy and debate over broadcast d…

1
Boyband Stacy Spills 59:43

11d ago59:43

59:43

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey are joined by boyband fandom *legend* and the original boyband influencer, Boyband Stacy! Stacy recalls the TRL special that had her camping out as a teenager to buy Millennium tickets, and how she channels her enthusiasm for boybands in her current role as tour manager for C Note! St…

1
118. Decoding Lindsay Lohan's Infamous List (Part 2) 1:01:42

17d ago1:01:42

1:01:42

In today's episode, join me to dissect the rest of the names on Lindsay Lohan's infamous leaked list. Be sure to check out Part 1 for a full primer on the list and what I think it all means, plus the first set of names. PATREON Subscribers heard this episode first & completely ad-free! Join our community at Patreon.com/AshleeAndJessicast for bonus …

1
Sam Bankman-Fried: The Downfall of a Crypto Bro with Fabrizio Copano and Zoltan Kaszas | 50 49:12

25d ago49:12

49:12

Sam Bankman-Fried was the king of crypto, living large in a penthouse in the Bahamas. But his billion dollar empire was built on a foundation of fraud, and when his dubious deals were exposed, this crypto bro went from blockchain to a cell block. Fabrizio Copano (4th From the South) and Zoltan Kaszas (This Week in Zoltan, Honorary Jones) join Misha…

1
Olympic-Worthy Athletes of Y2K 58:04

18d ago58:04

58:04

Send Mary and Kelsey a Message! The Olympics may be over, but Mary and Kelsey aren’t done talking about sports. In this episode, the girls award gold, silver, and bronze medals to podium-worthy athletes of Y2K both real (remember Ryan Sheckler?!) and imagined from their favorite Disney Channel Original movies like Brink, Gotta Kick It Up, Johnny Ts…

1
117. Decoding Lindsay Lohan's Infamous List (Part 1) 1:10:31

24d ago1:10:31

1:10:31

Travel back in time with me to the early 2000's as I give you all the tea on a list that was leaked to the public in 2014, allegedly composed by none other than Lindsay Lohan. What was listed, you ask? Well... sexual partners, allegedly... but it's a little bit more complicated than that. In this episode I provide the background for all the names o…

1
Oceangate: A Flop of Titanic Proportions with Jake Cornell and Noah Miller | 49 46:10

1M ago46:10

46:10

Billionaire Stockton Rush III dreamt of exploring the Titanic. Only problem? It's really freaking hard to get to. So he pieced together the world's shoddiest submersible built from Playstation parts and promised rich tourists a view of the Titanic for the price of $250,000. Less than two hours into the dive, Rush's dream quite literally imploded...…

1
#2 On The Charts But Not In Our Hearts 53:13

26d ago53:13

53:13

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey seek justice for the hits of their generation that never made it to the coveted top spot on the Billboard charts. They round up their favorite y2k era bops that may be number two on the charts, but not in their hearts from Backstreet Boys, Taio Cruz, One Republic, and LeAnn Rimes. Red…

1
116. Britney Spears & Jason Alexander: What Really Happened? 1:54:25

1M ago1:54:25

1:54:25

In January 2004, Britney Spears married Jason Alexander on an early winter morning in Las Vegas. Not the actor from Seinfeld, but a friend she had grown up with in her hometown of Kentwood, Louisiana. By all accounts, substances were involved, but do the reasons for this wedding reach beyond a drunken mistake? I'd say so. Of course, we all remember…

1
Shame of Thrones: How GOT Season 8 Imploded with Ronnie Karam and Ben Mandelker | 48 51:38

1M ago51:38

51:38

Game Of Thrones entered its final season as the undisputed king of TV. Every Sunday, millions would take a seat in the church of HBO in hopes of witnessing another Battle of the Bastards. Creators David Benioff and D.B. Weiss needed to deliver a finale so grand it would make King’s Landing look like the Iron Islands. But when they were met with gru…

1
Ryan Cabrera On The Way Up 54:37

1M ago54:37

54:37

Send Mary and Kelsey a Message! This is not a drill, Mary and Kelsey actually talked to Ryan Cabrera and got you all the tea on the 20th anniversary of On The Way Down and his most iconic moments since he burst onto the scene in The Ashlee Simpson Show. Ryan dished on what it was like to perform on TRL, his tenure on The Hills, and he finally dropp…

1
115. Meeting Ashlee Simpson ft. Jackie Mendoza & Derrik Noack 1:22:10

1M ago1:22:10

1:22:10

Today I welcome Derrik & Jackie back on the podcast to give you guys an insider look at Ashlee Simpson's Autobiography 20th Anniversary Celebration. Not only did we see Ashlee sing live for the first time in years, but we got to meet her and learn all the inside scoop from Jackie, who works for Ashlee's label! Tune in to find out what the process w…

1
Gigli: A Cinematic Dumpster Fire with Peyton Dix and Hunter Harris | 47 45:59

2M ago45:59

45:59

Gigli would go down in history as not only one of the biggest box office bombs… but also the reason Ben Affleck and Jennifer Lopez broke up the first time. In 2001, Oscar nominated filmmaker Martin Brest penned the gritty tale of a lowlife mobster unable to escape his mundane existence, but by 2003 Gigli had been reverse engineered into a corny, sl…

1
The Princess Diaries Soundtrack 1:04:24

2M ago1:04:24

1:04:24

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey celebrate 23 years of The Princess Diaries by sharing some of their favorite moments coupled with a listening party of the iconic soundtrack including gems from Backstreet Boys, Myra, Krystal Harris, Mandy Moore, Nobody’s Angel, Hanson, Steps, B*Witched, and more. Instagram: @whenthey…

1
A Sit-Down Interview w/ Your Host, Jesse Chambliss 47:04

2M ago47:04

47:04

You heard it here, folks! We flipped the script this week. I'm joined by return guest (and hunkety hunk) Lamar Dawson (aka dirrtykingofpop) to talk all about my favorite subject, ME! Lamar asks me tons of questions about my childhood and how I developed my love of music and pop culture. This is a fun one to kick off my 33rd year on this spinning ro…

1
Rome's Most Bonkers Emperor: Nero with Rachel Bloom | 46 46:08

2M ago46:08

46:08

How much do you think about the Roman Empire? Emperor Nero’s answer would have been “not that much.” At just 16 years old, Nero starts his reign off with a bang, throwing lavish festivals for the plebs and giving himself headlining gigs as an aspiring singer-songwriter. But thanks to a power-hungry mom, some heated rivalries, and a whole lot of sex…

1
Dirty Pop: The Boyband Scam Review 44:41

2M ago44:41

44:41

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey recap the new Netflix documentary series, Dirty Pop: The Boyband Scam, which details how Lou Pearlman - creator of the Backstreet Boys, their biggest competitor, *NSYNC and other boy bands including O-Town and LFO - defrauded investors out of more than $300 million. TW: This episode c…

1
114. JC Chasez Part 13: Paradise 2:14:31

2M ago2:14:31

2:14:31

The FINAL episode of my JC Chasez series is here at last. Before I say goodbye, let's gather round to re-live the beautiful *NSYNC events of 2023 & 24 and, as JC likes to do, look to the future. This episode covers Better Place, Paradise, and JC's musical projects coming soon to a stage near you. Thank you everyone for your support on this series, …

1
90s Women in Rock 1:04:57

2M ago1:04:57

1:04:57

This week, I'm joined by Lauren from Fashion Grunge Podcast (and Fashion Grunge) to do a grab-bag discussion about the women in the 90s carrying the torch of "Rock" music as well as other 90s culture! We get into Alanis Morissette, Sheryl Crow, Courtney Love, and more! Also, if you are reading this and know about the MTV segment Lauren discusses ab…

1
Tonya Harding: On Thin Ice with Shannon Fiedler and Liza Treyger | 45 47:18

2M ago47:18

47:18

Figure skating rivals Tonya Harding and Nancy Kerrigan were set to face off at the 1994 Olympics... but Tonya decided to try and eliminate the competition a little early. When a botched attempt to “kneecap” Kerrigan before the Olympics led back to Tonya and her inner circle of inept criminals, Harding was thrust into a media frenzy that spiraled in…

1
Ashlee Simpson Autobiography 20th Anniversary Expanded Edition Reactions 27:15

2M ago27:15

27:15

Send Mary and Kelsey a Message! In celebration of its 20th anniversary, Ashlee Simpson has released an EXPANDED EDITION on her critically and Mary-and-Kelsey-acclaimed album, Autobiography. In this episode, Mary and Kelsey listen to the three new tracks for the very first time and share their real-time first impressions of each song - Harder Every …

1
Autobiography 20th Anniversary - Ashlee Simpson 38:49

2M ago38:49

38:49

Happy 20th anniversary to Ashlee Simpson's debut album, Autobiography! We are so fortunate to experience 20 years of a timeless album like Autobiography. In this episode, I discuss my personal experience when first listening to this album and rank the original tracklist from 12 alllll the way to number 1. Any guesses what my number one song is??? R…

1
Salem Witch Trials: Coven of Conspiracy with Em Schulz and Christine Schiefer | 44 45:03

2M ago45:03

45:03

Back in the day, Salem Village was awash in bad vibes. What started as a few stressed out colonial tweens messing around became a conspiracy of religious paranoia with townsfolk turning on each other quicker than Kendrick and Drake. Months of false testimony and baseless accusations in packed courtrooms resulted in death, ruin, and one of the most …

1
BBMak’s Sooner or Later Album 54:22

2M ago54:22

54:22

Send Mary and Kelsey a Message! BBMak’s debut album, Sooner or Later, celebrates its 25th anniversary of its original release this year. In this episode, Mary and Kelsey dissect the album track by track including BBMak’s biggest hit, Back Here, and other bops like Still On Your Side, Ghost Of You and Me, and other criminally underrated bops. This e…

1
Normani's Album Rollout, RCA Messiness, and Usher Tribute 1:17:49

2M ago1:17:49

1:17:49

We have a bit of a grab bag today! Jasmine from black bubblegum is BACK to discuss the response to Normani's album, Dopamine, the weird desire for Black women pop stars to fail, RCA being a shit hole, and the Usher tribute headlined by stars like Teyana Taylor, Victoria Monet, Summer Walker, Chloe Bailey, Tinashe, and more! PEOPLE RESPONDED WEIRDLY…

1
How O.J. Simpson's Memoir Ended Up in Book Jail with Boze and Carl Tart | 43 44:27

2M ago44:27

44:27

You know the Bronco chase, the trial and the glove, but do you know …the book? In 2006, O.J. Simpson teamed up with prominent publisher, Judith Regan, to make a killing from his controversial life story. With the help of a ghostwriter, they created a “hypothetical” tell-all book about the actual murders O.J. stood trial for. Thousands of copies wer…

1
Celine Dion Listening Party 48:36

2M ago48:36

48:36

Send Mary and Kelsey a Message! In this episode Mary and Kelsey share their top 3 favorite Celine Dion songs and the surprising stories behind them, like Meat Loaf’s beef with Celine over It’s All Coming Back To Me Now, how she hit that F5 in All By Myself, and more. Plus, the gals share their reactions to Celine’s powerful new documentary, I Am: C…

1
Watergate: Deep Throat, Deeper Trouble with Langston Kerman and Gareth Reynolds | 42 50:27

3M ago50:27

50:27

In 1972, five clumsy burglars broke into the Democratic National Committee headquarters at the Watergate Hotel. They were armed with tear gas pens, wads of cash, and enough surveillance equipment to make the NSA blush - and they were immediately caught. What could’ve been written off as the dumbest burglary in history swiftly unraveled through leak…

1
Catching Up With O-Town’s Trevor Penick 50:20

3M ago50:20

50:20

Send Mary and Kelsey a Message! This week, Mary and Kelsey are joined by THE multitalented, inspiring, humble, and hilarious Trevor Penick of O-Town for a special conversation. (We can’t believe we just typed that!) Trevor dishes on O-Town’s current Pop2000 tour with BBMak and friends, what it was like pioneering reality tv on ‘Making The Band’ as …

1
Segway: Ridin' Nerdy with Adam Rose | 41 41:56

3M ago41:56

41:56

Before it became the butt of countless jokes and the preferred transportation for mall cops, the Segway had grand ambitions. Its inventor, Dean Kamen, believed his self-balancing, two-wheeled electric scooter would change the way we get around, and ultimately eliminate the need for cars all together. But when the rubber met the road and consumers m…

1
2000s Summer Songs 1:07:21

3M ago1:07:21

1:07:21

Send Mary and Kelsey a Message! It’s officially summer so Mary and Kelsey are throwing it back to their favorite *songs of summer* from the 90s and 00s. This episode will bring your right back to rollerblading with your Walkman with tracks from Hanson, Lifehouse, Nelly, New Kids On The Block, Yellowcard, Avril Lavigne, Britney Spears, Janet Jackson…

1
New Coke Goes Flat with Preacher Lawson and Paul F. Tompkins | 40 46:33

3M ago46:33

46:33

In the early 90’s, an earth shattering event occurred that would change the face of American culture forever: Coca-Cola changed their recipe. New Coke was supposed to be sweeter to combat the rising popularity of Pepsi, but the customer reaction was decidedly sour. Lawsuits and public outrage contributed to the PR Nightmare - somehow hiring Bill Co…

1
O-Town's Debut 1:05:12

3M ago1:05:12

1:05:12

Send Mary and Kelsey a Message! This episode will bring you right back to a middle school dance as Mary and Kelsey recap O-Town’s self-titled debut album. They discuss when O-Town popped, its high-profile formation documented by reality show Making the Band, which was helmed by notorious boy band fraudster Lou Pearlman, and discuss the album track …

1
113. JC Chasez Part 12: *NSYNC Returns 1:47:09

3M ago1:47:09

1:47:09

JC Chasez fans, we are so back!! In this episode, I deep dive into the early days of *NSYNC's return... 2018 and 19, when they received a coveted star on the Hollywood Walk of Fame and performed with Ariana Grande at Coachella. Our reminiscing about the best boy band ever isn't done yet!! Next, we will cover Better Place, Paradise, and close out th…

1
JCPenney Sells Out with Joel Kim Booster and Scott Seiss | 39 49:02

3M ago49:02

49:02

When JCPenney, the 100-year-old department store, decided to rebrand in 2011, they sought the best in the biz to give them a makeover. Enter Ron Johnson, the affable retail genius behind the Apple Store. Hailed as a techy visionary, Johnson was supposed to reinvent the brand. Instead, he alienated customers with high prices and a baffling shopping …

1
Gwen Stefani’s Love.Angel.Music.Baby Turns 20 1:01:35

3M ago1:01:35

1:01:35

Send Mary and Kelsey a Message! Gwen Stefani’s debut solo album, Love.Angel.Music.Baby, was b-a-n-a-n-a-s. In this episode, Mary and Kelsey celebrate the album’s 20th anniversary by breaking it down track by track, including Gwen’s biggest hits Hollaback Girl, Rich Girl, and gems like Luxurious, Cool, and What You Waiting For. They also discuss the…

1
112. You Ain't Gotta Pray For Me: A Taylor Swift Lyrical Analysis 1:19:58

3M ago1:19:58

1:19:58

I'm back with another analysis of Taylor Swift's brilliant album The Tortured Poets Department, now celebrating its 6th week at #1. This time, I break down what I believe is one of her best songs: But Daddy, I Love Him. PATREON Subscribers heard this episode early and completely ad-free! Join our community at Patreon.com/AshleeAndJessicast for bonu…

1
Olestra: The Crappiest Flop of All with Kevin James Thornton | 38 37:24

3M ago37:24

37:24

After 30 years of development, Procter & Gamble rolled out a new, calorie-free oil substitute with the luxurious name, Olestra. This “miracle food” was supposed to revolutionize junk food and allow snackers to eat all the chips and crackers they could cram down their gullets without gaining any weight. Unfortunately for Procter & Gamble, Olestra di…

1
Boy Band Albums Turning 25 in 2024 1:03:18

4M ago1:03:18

1:03:18

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey dissertate on three boy band albums turning a milestone 25 years old this year, including Westlife’s self-titled debut album, Five (aka 5ive)’s sophomore album, Invincible, and of course, Backstreet Boys’ Millennium, which was the best-selling album of 1999. Plus, the gals provide a f…

1
George Santos: Snatch Me If You Can with Jon Lovett and Monét X Change | 37 46:57

4M ago46:57

46:57

US Congressman George Santos was an inspiring embodiment of the American dream. A son of immigrants who worked his way through the finest universities, rose through the ranks of Wall Street and started his own successful business before winning an election. Only catch? Almost none of it was true. Santos lied, schemed and embezzled his way into Cong…

1
Ashanti, R&B Muse 57:09

4M ago57:09

57:09

Send Mary and Kelsey a Message! Ashanti and Nelly’s newly rekindled romance 20 years after it first started has us all reminiscing about the early aughts. So we obvi *need* to talk about Ashanti and how Ashanti was (and continues to be) the R&B industry’s muse. In this episode, we’ll discuss how Ashtanti beat the odds and broke through barriers to …

1
Nelly Furtado 1:22:00

4M ago1:22:00

1:22:00

Say it right because this week we are talking about a genre-hopping staple in early '00s music, Nelly Furtado. From her career beginnings and success, shift in image (hello, Promiscuous Girl), albums in many languages, and her inevitable comeback moment, we cover it all. I'm joined by Mary from When They Popped: A Y2K Pop Culture Podcast to break i…

1
Downsizing WeWork with Smosh's Ian Hecox and Courtney Miller | 36 46:30

4M ago46:30

46:30

Can the office also be a party? Would you really want it to be? For WeWork’s CEO and founder Adam Neumann, the answer was an unequivocal, hell yes! Neumann propelled his co-working space empire to incredible heights and a valuation over $45B, all while throwing nonstop ragers, hot boxing his private jet, and arm wrestling with Jared Kushner. But wh…

1
Catching Up with Jade Driver, Social Media Strategist To the Stars - Pt 2 52:27

4M ago52:27

52:27

Send Mary and Kelsey a Message! In this episode, Mary and Kelsey continue their conversation with Jade Driver, co-founder of digital agency, Crowd Surf. Jade shares behind-the-scenes details from watching the Backstreet Boys rehearse for their legendary 30 for 30 anniversary concert in Cancun, her thoughts on the setlist, the most memorable celebri…

Podcasts Worth a Listen

Ashlee Simpson Podcasts

Podcasts Worth a Listen

Quick Reference Guide