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PODCAST

Taylearning: A Taylor Swift Podcast

Winko Media, Bleav

With nearly two decades in the entertainment industry, Taylor Swift has cemented herself as a musical and cultural icon and phenomenon. However, there are substantial layers to the story of Taylor. All of that history cannot be learned in a day...but perhaps it can be "Taylearned" in a podcast! Weekly, join Olivia Kotarski & Dani Winchester as they break down all things Taylor Swift, from the rumors to the theories to what started it all: the music! Email Us: TaylearningPodcast@gmail.com Visit our

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All Episodes

00:01:05

Taylearning: A Taylor Swift Podcast - Season 5 Trailer

Taylearning: A Taylor Swift Podcast ·

2025/07/23

We are so back. Your favorite Taylor Swift podcast that dives into the music, the lore, & the theories is returning for Season 5! Taylearn alongside us for TL5 every Wednesday, beginning August 20. We'll see you there!

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02:02:06

131. It's Our "Tayniversary"! Listener Mailbag +...

Taylearning: A Taylor Swift Podcast ·

2025/06/11

THREE YEARS!!! In today’s bonus episode, which is also our longest episode ever, your hosts finally work through the first ever Taylearning Listener Mailbag. Over the past few months, you have submitted your best questions for us to answer. Some are about Taylor, some are about us, some are somehow about both! What songs would we erase from existence? Is THAT situationship over for good? What makeup brands do we swear by? If Taylor’s songs were people, who would be friends and who would be enemies

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00:30:13

130. State of Swift: BREAKING NEWS! Taylor Finally...

Taylearning: A Taylor Swift Podcast ·

2025/05/31

The post heard ‘round the world: Taylor Swift now owns the masters to her first six albums! This contentious battle, which resulted in the birth of the “Taylor’s Version” project, waged on for six years before finally officially coming to a conclusion on May 30, 2025. In this bonus emergency episode, Dani & Olivia return from their seasonal break to bring to you immediate thoughts, some fun stats about the initial impact of the announcement, and what we might be looking to in the future for

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01:53:47

129. How Taylor Swift Reinvented Pop Music ft....

Taylearning: A Taylor Swift Podcast ·

2025/05/07

For literally years now, we’ve been quoting Rob Sheffield on this podcast. Rob, who is perhaps best known for his work writing for Rolling Stone, is both a long-time fan and professional critic of Taylor Swift. He also is a self-proclaimed fan of Taylearning…so we had to get him on the podcast! Tune into this hefty TL4 Season Finale to hear us interview Rob about his life, opinions, observations, and his new book - “Heartbreak Is the National Anthem: How Taylor Swift Reinvented Pop Music.” The

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01:39:08

128. The 'Squad' - Selena Gomez

Taylearning: A Taylor Swift Podcast ·

2025/04/30

Taylor Swift has had many fellow famous “BFFs” in her years of being in the public eye. However, one of them has been there since almost the very beginning - Selena Gomez: actress, pop star, philanthropist, producer, and businesswoman. Since meeting in 2008, Taylor and Selena, or “Taylena,” have been mostly inseparable, as far as public friendship connections go They consistently bring up one another, post each other on social media, and support one another’s projects. In this penultimate episode

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00:58:49

127. Dear Taylistener: Now That YOU Don't Talk -...

Taylearning: A Taylor Swift Podcast ·

2025/04/23

We all know someone who has become so lost in their [toxic] relationship that they cut off other loved ones. In today’s ‘Dear Taylistener’ episode - our advice column miniseries where we use Taylor Swift songs as a source of wisdom - our listener writes to us about being on the receiving end of the social chop when her close guy friend cuts her off to appease his new girlfriend. It can be difficult to convince others that your cross-gender friendship is solely platonic, but it can be even harder to

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01:10:26

126. All We Think About is KARMA: The Missing Album...

Taylearning: A Taylor Swift Podcast ·

2025/04/16

For her entire professional career up until the transition between 1989 (2014) and Reputation (2017), Taylor had a predictable schedule of releasing a new album every two years. But 2016 was different, as we saw the ostensible cancellation of Taylor and her subsequent reclusivity. As a result, we got one of the most iconic and fabled pieces of lost media: Taylor Swift’s “missing” album from 2016. Nicknamed “Karma” by Swifties, the existence of this album is hotly debated, and there are good

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00:56:01

125. Mental Cages: This Is Me Trying

Taylearning: A Taylor Swift Podcast ·

2025/04/09

It’s time for the song that features the namesake of this miniseries to have its moment in the sun: This Is Me Trying. This track, an underrated gem from 2020’s ‘folklore,’ features Taylor singing from multiple devastating perspectives. She acts as the mouthpiece for a melancholic alcoholic, a regretful burnout, and a despondent suicidal person. Through these lyrics, she tells the story of how hard it is to simply try for some people. Sometimes, your best looks like hell to everyone else, and no one

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01:07:16

124. Eras Tour Post Mortem: The Highest Highs & the...

Taylearning: A Taylor Swift Podcast ·

2025/04/02

The time has come for the final installment of the Eras Tour Post Mortem miniseries. We know, we’re sad too. But it has been four months since Taylor left the Eras stage for the final time, which has given us ample opportunity to analyze what were the highest highs and the lowest lows of the 21-month-long tour! After calling out on Instagram and scouring the web, we learned what Swifties from all over the world took away from the tour, both positive and not-so-positive. Join us as we close this

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01:11:39

123. All About the Lead Singles

Taylearning: A Taylor Swift Podcast ·

2025/03/26

Two words: Lead. Singles. But what is a lead single, you may ask? It’s typically a carefully selected track from an upcoming album designed to both lend itself to potential commercial success AND give you a taste of what’s to come from an artist. Taylor Swift has 11 albums, thus she has 11 lead singles to chat about! Some were released in advance of an album, some were released alongside an album. Some were acclaimed and beloved, some were criticized and ridiculed. In today’s episode, Dani &

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00:50:33

122. Mental Cages: Tied Together with a Smile

Taylearning: A Taylor Swift Podcast ·

2025/03/19

In 2006, Taylor released her debut album. On that album, she gave us “Tied Together with a Smile”, a sincere and heartbreaking song about a girl who struggles to hide her pain behind a fake smile. Today, your hosts dissect this track in our very first song analysis from Debut! Taylor has given us a lot of insight into this tragic tune, so tune in as we break it all down in this installment of the ‘Mental Cages’ miniseries.Head to taylearningpodcast.com NOW to get yourself some limited edition Tipsy

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01:25:16

121. Go Out There and be 'Fearless': A Review of ...

Taylearning: A Taylor Swift Podcast ·

2025/03/12

From 2009-2010, Taylor Swift embarked on her first ever headlining tour: The Fearless Tour! Later in 2010, “Journey to Fearless” would be released- a docuseries all about the tour and the steps Taylor took to get there. This episode features Dani and Olivia a) talking about the reception and impact of The Fearless Tour, and b) going through each scene of the series to talk through the story it tells. Go back in time with us, head first and fearless!Head to taylearningpodcast.com NOW to get yourself

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00:57:11

120. Eras Tour Post Mortem: Reviewing & Ranking the...

Taylearning: A Taylor Swift Podcast ·

2025/03/05

It has been nearly three months since the final bow of ‘The Eras Tour,’ but we will do anything we can to make it live on. This includes the continuation of our Eras Tour Post Mortem series, in which your hosts dissect tour details! In this requested episode, Dani & Olivia go through the many outfits Taylor wore on stage during tour (including alterations and capes, she wore ~100 outfits!) to decide their favorite and least favorites for each era. They also talk fan favorites, iconic outfit

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00:45:19

119. Mental Cages: Labyrinth

Taylearning: A Taylor Swift Podcast ·

2025/02/26

Taylor once admitted to being lost in the labyrinth of her mind- but what exactly does that mean? In today’s episode, Olivia & Dani continue the Mental Cages miniseries to break down “Labyrinth” from “Midnights.” This song - which is a divisive song amongst the Swiftie fandom - has Taylor opening up about her anxiety concerning falling in love after everything she has been through. But, as with all Taylor Swift songs, there is more to the story than what we see on the surface! Join us as we tear

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00:40:13

118. What if There Were a Way to Relive the Magic of...

Taylearning: A Taylor Swift Podcast ·

2025/02/19

Let’s face it: we are all constantly on the hunt for the high we felt during The Eras Tour. The magic was felt in each city from the days leading up to a show all the way through walking out of the stadium. Lucky for us, there is someone actively working to recreate this magic- and she’s sharing it with Swifties all across North America! Joining us today is Karla, CEO of “Taylgate Takeovers,” and she is on a mission - along with her esteemed team of event planners - to host weekend-long

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00:20:49

117. EXTRA CREDIT: We're Sad :(

Taylearning: A Taylor Swift Podcast ·

2025/02/12

Like Taylor, we’ve spent the past 5+ months religiously following and rooting for the Kansas City Chiefs. Unfortunately, our joy crumbled alongside KC’s offensive line at the Super Bowl this past Sunday. So let’s talk through our sorrows, chat about the season, and we humbly ask your forgiveness for our sadness.Head to taylearningpodcast.com NOW to get yourself some limited edition Tipsy Swifties merch! We are still fighting to get our Instagram back! Please help us by going to

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01:06:55

116. A Detailed Look Back on Taylor's History with...

Taylearning: A Taylor Swift Podcast ·

2025/02/05

Since 2008, Taylor Swift has been considered a perennial Grammy threat in the music industry. But with 58 total Grammy nominations and 14 total wins, can she truly be considered a “Grammy Darling?” Your hosts are going back in time to dive into this question! This episode, recorded and released off the heels of the 67th Grammy Awards, has Dani & Olivia going over every single nomination - wins AND losses - Taylor Swift has ever received from The Recording Academy. Who won? Who did people think

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00:51:34

115. The "Squad": Ashley Avignone

Taylearning: A Taylor Swift Podcast ·

2025/01/29

If you look up “who is Taylor Swift’s best friend?”, you will receive a handful of answers. One of those answers is stylist Ashley (Ash) Avignone. Way back in 2008, Taylor met Ashley through a famous mutual friend. Seventeen years later, and their friendship is still going strong! Tune into this installment of “The Squad” miniseries to hear all about the long-standing friendship between Taylor and Ashley. And trust us…if you don’t recognize her name, you almost certainly know her face.Head to

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01:49:27

114. Tipsy Swifties: Your Eras Tour Hot Takes!

Taylearning: A Taylor Swift Podcast ·

2025/01/22

It’s time! After months of collecting YOUR hottest takes about The Eras Tour, your hosts are here to talk about them over alcoholic beverages. In today’s return of the fan favorite “Tipsy Swifties” miniseries, guest host Rebecca guides Olivia & Dani through each hot take, and your girls have to drink if they agree! With over 150 submissions and countless drinks later, we’re proud to present today’s fun (and undeniably controversial) episode. Grab your favorite drink and play along!Head to

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00:57:26

113. TS101: Intro to Taylor Swift - A Crash Course on...

Taylearning: A Taylor Swift Podcast ·

2025/01/15

From the outside looking in, becoming a Taylor Swift fan seems like an almost insurmountable challenge. With nearly two decades of lore and hundreds of songs in her discography, it’s no secret that the path to becoming a Swiftie can be daunting. Where should someone begin? In this episode, Dani & Olivia seek to help you answer that question! This “crash course” was designed with potential Swifties in mind and acts as an overview of need-to-know information to catch anyone up and bring them into

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