Take a Jill Pill

Jill Pickering
  • 5.0 (13)
  • Personal Journals
  • Updated Weekly

When life is lifing, take a Jill Pill. Hosted by (idk your BFF) Jill, aka JiPi, this podcast is your weekly dose of humor, real talk, and a little perspective on everything from music and creativity to pop culture, mental health, and the wild experience of being a human. Come for the laughs, stay for the Trader Joe's snacks, and leave feeling a little more grounded than when you pressed play.

  1. 1d ago

    So…What Happened with Jill and Kate? with Kate Rapier

    Kate Rapier is finally on Take a Jill Pill, and we’re answering the question a lot of you have been asking: What happened with Jill and Kate? After more than 20 years of friendship, music, touring, songwriting, podcasting, and basically growing up together, a lot has changed. In this episode, Kate and I look back at how we met, the beginning of Jill and Kate, our years in the music industry, some of our favorite (and funniest) memories, and why we ultimately decided to end Jill and Kate. And yes, we talk about the harder stuff too. The friendship breakup. The five months we didn’t speak. Why I wasn’t at Kate’s wedding. And how two people who had been more like sisters than friends found their way back to each other and rebuilt a friendship that looks different, and healthier, today. We also get into Kate’s life now, divorce, motherhood, life after music, old Jill and Kate songs, touring stories, conspiracy theories, Trader Joe’s snacks, unfortunate facial injuries, and plenty of things neither of us planned to talk about. If you followed Jill and Kate, listened to Girls Just Pod to Have Fun, knew us from our years touring and singing with Kelly Clarkson, or have simply wondered what happened between us, this one is for you. Pull up a chair and a glass of wine, put on some comfy clothes…we have a lot to catch up on. Host: Jill Pickering Guest: Kate Rapier https://www.instagram.com/katerapier Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com Find Jill and Kate/Girls Just Pod to Have Fun at: https://open.spotify.com/artist/3nOFoJxsyWVGxnFQMqjeH0 https://podcasts.apple.com/us/podcast/girls-just-pod-to-have-fun/id1303203325

  2. Aug 4

    Nobody Tells You This (But They Probably Should)

    I found myself thinking this week, I really wish someone had told me that. Actually...I wish someone had told me a lot of things. Things like the fact that almost everyone is making it up as they go. That your intuition deserves way more credit than you give it. That not every battle is worth fighting. And that some of the biggest disappointments in your life eventually become stories you tell without even thinking twice. So this week, I'm sharing 5 things nobody really tells you, but maybe they should. Plus, we end up talking about awkward Zoom goodbyes, Bryan Kohberger, New England accents, grammar, music, and a few listener questions along the way. I hope one of these lessons meets you where you are today. And if nothing else, I hope you leave this episode feeling a little less alone in figuring life out. Because remember…we're all kind of making it up as we go. Thanks for listening to Take a Jill Pill!  Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  3. Jul 28

    Jimothy, Deviled Eggs & Other Things I Can't Explain

    This episode is exactly what happens when my brain is left unsupervised. We're talking about Jimothy the raccoon, a restaurant that only sells deviled eggs (yes, really), a pedicure that turned into a full-blown character assessment, and the stranger who decided to perform karaoke directly into my ear. Along the way, we also get into what caring for my mom with dementia has taught me about human connection, why age-gap friendships matter more than we realize, and the uncomfortable question I asked AI that completely called me out on my BS. Plus:• My Top 5 TV shows of all time• Listener questions (including Noah Kahan's "Poop Gate," Trader Joe's, Dunkin', and some fascinating brain science)• This week's Jill Pill:  I’m glad you’re here! Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  4. Jul 14

    Behind the Scenes: Music Industry (Part 1)

    You voted, and this one won by a landslide. This week I'm taking you behind the scenes of my twenty-ish years in the music industry…from touring the country in a silver minivan and playing biker bars to touring arenas with Kelly Clarkson and other artists. I'm sharing what life on the road was really like, the parts nobody sees, how one unexpected opportunity changed everything, and why touring wasn't necessarily always as glamorous as I imagined. Plus: Backstage celebrity encounters, my top 5 venues I've ever played (#1 might surprise you), listener questions, and enough stories that this had to become Part 1. Whether you've always been curious about the music industry or just want to hear how I once ended up wearing a "Fresh Meat" hat at a butcher shop on stage, this one's for you. Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  5. Jul 7

    Trader Joe's Wants to Know My Plans. CERN Wants to Change Time.

    This week on Take a Jill Pill, I'm back after a week off and catching you up on everything: the guy who climbed the Empire State Building to propose (and got arrested for it), my Dunkin summer haul, and why the algorithm knowing my grocery store guy is getting way too close for comfort.  We also get into the marketing strategy behind Trader Joe's cashiers (yes, it's real, no, it doesn't change how I feel about the hummus), a very current conspiracy theory about CERN shutting down, and a Fourth of July story I wasn't planning on telling but somehow did. Then it's the Top 5 things I used to care about and genuinely don't anymore, plus your questions on Taylor and Travis's wedding, Trader Joe's marketing, why I don't love soccer, and my family history.  And of course, today's Jill Pill: a question about what you might be avoiding and whether it's really worse than what's on the other side of it. Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  6. Jun 23

    The Most Important Question You're Not Asking Yourself with Dr. Lee Long

    Therapist, author, and friend Dr. Lee Long joins me for a conversation that has genuinely changed the way I think about relationships, conflict, anxiety, and even everyday frustrations. We start with Trader Joe's, conspiracy theories, and why humans are wired to search for meaning. Then we get into the powerful question at the center of Dr. Lee's book, WAIT, Where Am I in This? Why do we spend so much energy trying to change other people? Why do certain situations trigger such strong reactions in us? Why do we spiral over unanswered texts, feel stuck in the same relationship patterns, or find ourselves getting way too angry at strangers on the road? Dr. Lee explains how one simple question can help us stop looking outward for answers and start understanding what's happening inside. We talk about self-awareness, people-pleasing, mind-reading, control, emotional triggers, and the difference between focusing on yourself and being selfish. He even walks me through my own road rage in real time, which was both enlightening and slightly humbling. If you've ever found yourself thinking, "If they would just change, everything would be better," this episode might give you a completely different perspective. Because the most important question you're probably not asking yourself is: Wait... where am I in this? You can find Dr. Lee Long here: Get his book on Amazon or Audible: WAIT, Where Am I in This? Podcast: Wait, Let’s Talk About That Website: www.drleelong.com Instagram: @dr.leelong Host: Jill Pickering Guest: Dr. Lee Long Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com Disclaimer: We talk about a lot of therapy-related topics in this episode, but this is a podcast conversation, not a therapy session. Dr. Lee Long is not my therapist, and nothing discussed here should be considered mental health treatment or individualized professional advice. If you're looking for support with your own situation, please connect with a licensed mental health professional.

  7. Jun 16

    I'm Literally Just Sending You a Really Long Audio Message

    This week, we're doing something just a little different. I have a lot of random thoughts and so you're getting a really long audio message from IDK your BFF Jill, and I hope you're going to be okay with that. We're catching up on a few ongoing sagas (still no Nancy Guthrie, still no bear spray), I scored the Dunkin' Pineapple Cup, and then I just…start talking. About everything. The random thoughts that live rent-free in my brain, the questions I have that I don't actually need answered, and a few things I learned this week that genuinely rocked my world. We've also got top 5 karaoke songs, listener questions, and a Jill Pill about the freedom of just saying no. It's a bit of a random episode, and very much an audio message I might send to my friends. So, here goes nothing! Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  8. Jun 9

    It's a No From Me, Dawg

    This week, I have some thoughts about the NXIVM cult. What started as a self-help and leadership program somehow turned into a secret society, branding ceremonies, and a lot of red flags. I’m talking about how ordinary, intelligent people can get pulled into groups like this, and why it's not always as obvious as you'd think. Plus, I'm sharing my Top 5 true crime and real-life drama podcasts, including some absolute favorites that will completely consume your life. (Links to them are below) I’m also answering some listener questions about: Managing anxietyThe mystery of Malaysian Flight 370Which kitchen utensil I would be (important stuff) And for this week's Jill Pill, a reminder to be careful what you normalize…because the things we accept over time have a way of shaping our lives. Grab your coffee, watch out for bears, and let's get into it. Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com Links:  Read The Goodpasture Chronicles Escaping NXIVUM podcast This is Actually Happening podcast To Live and Die in LA podcast S-Town podcast Something Was Wrong podcast Betrayal podcast

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out of 5
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About

When life is lifing, take a Jill Pill. Hosted by (idk your BFF) Jill, aka JiPi, this podcast is your weekly dose of humor, real talk, and a little perspective on everything from music and creativity to pop culture, mental health, and the wild experience of being a human. Come for the laughs, stay for the Trader Joe's snacks, and leave feeling a little more grounded than when you pressed play.

Information

  • Creator
    Jill Pickering
  • Years Active
    2026
  • Episodes
    24
  • Rating
    Clean
  • Copyright
    © Jill Pickering
  • Show Website
    Take a Jill Pill

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