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. 7h ago

    New Music, Minor Inconveniences & AI Might Kill Us All…Cheers!

    After a few weeks away, I’m back and we have a LOT to catch up on. I’m talking about finally starting to record my new album, including the song that had me crying in the vocal booth, and sharing my memories of September 11th and my family’s personal connection to that day. Then, naturally, things take a turn because apparently AI might kill us all in ten years. So why am I still answering emails? Plus: Nashville, Dunkin’, the Lindsay Clancy mistrial, Costco, minor inconveniences that cause me major irritation, listener questions, and a Jill Pill about why I’m done waiting for life to “settle down” before doing the things I really want to do. Cheers! Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  2. Sep 1

    Faith, Foot Balm & Things I Don’t Know

    This week, I’m talking about faith, foot balm, and a whole lot of things I don’t know. After watching the documentary, Death of The Pastor’s Wife, I found myself thinking about my own complicated relationship with church, organized religion, and faith. I grew up in church, my faith is still a huge part of my life, and I also have a lot of questions. I’m sharing some of the experiences that shaped the way I see it all now, why I think putting people on pedestals can get dangerous, and why maybe one of the most honest things we can say is simply, “I don’t know.” But don’t worry, we’re also discussing the Robot Olympics, ChatGPT getting things very wrong, my concerning habit of buying things online when I should be sleeping, and why TikTok apparently knows I need foot balm before I do. Plus, my Top 5 things that were better in the ’90s, listener questions, and a Jill Pill about making a little more room for uncertainty. Faith, foot balm, AIM away messages. We cover a lot of ground here. Glad you’re here! Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  3. Aug 25

    Rabbit Holes, Ankle Socks, & Permission to Numb Out

    I’ve got a lot to catch you up on this week, starting with an important update on whether UPS pilots actually exist. I’m also defending my millennial commitment to ankle socks, preparing myself for Trader Joe’s pumpkin season, and getting excited about football season as well. Then we’re heading down a few of the current rabbit holes I can’t stop thinking about, including Hayden Panettiere, Anthony Fauci, the Lindsay Clancy trial, and one very strange coincidence that has me asking questions. Plus, I’ve got a new Top 5: ways to win me over…then listener questions, an update on new music, and a Jill Pill I almost couldn’t come up with. This is because lately I’ve realized I might be numbing out a little bit, and maybe we don’t always have to turn that into something we need to fix immediately. Sometimes it’s okay to give yourself a minute before you’re ready to feel everything again. Just my two cents.  Glad you’re here! Host: Jill Pickering Follow me at:  instagram.com/jipimusic instagram.com/takeajillpillpodcast tiktok.com/jipimusic takeajillpill.com

  4. Aug 18

    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

  5. 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

  6. 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

  7. 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

  8. 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

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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
    27
  • Rating
    Clean
  • Copyright
    © Jill Pickering
  • Show Website
    Take a Jill Pill