Take a Jill Pill

This week we’re talking about how to tell someone they smell (spoiler: I have no idea), side hustles when everything costs too much, whether you should finally start that creative project, making friends as an adult, friendship disappointment, feeling trapped in your job, and how to enjoy conspiracy theories without spiraling into despair. Basically, you sent in your problems and I did my best to...

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?...

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...

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, Anthon...

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...

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 wit...

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 hum...

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 to...

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&...

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 s...

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 everythin...

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 po...

This week we’re talking about: yard sale anxiety, a disastrous run of Chipotle mobile orders, Dunkin’ freebies, emotional overwhelm…and somehow it all makes sense. (I think?) I'm doing my first listener chat with Meghan…loyal Dunkin’ lover & fellow New Englander, to talk about the cult-like world of Dunkin’ giveaways, then I get into the three emotions that may be quietly sucking the life...

This week on Take a Jill Pill , we’re covering Gerald the dolphin and his underwater cities, government bird drones, talking animals, dirty sodas, Gracie Abrams, and why I may officially be becoming a Bird Lady.  The episode starts with summer arriving in New Hampshire and me getting territorial over my beach walks…and somehow ends with me questioning whether pigeons are spying on us. (Have you ev...

This week on Take a Jill Pill, I survive a fire ant attack in Nashville, witness a chaotic e-bike accident at a preschool soccer practice, and officially declare that the ants are seeking revenge after I mocked them online. My feet may never recover. We also get into my growing fear of cruise ships, why flying suddenly feels more stressful than it used to, and the emotional devastation of Southwes...

Welcome to my first ever Dear Jill episode. You sent in your questions (anonymously, don’t worry), and I’m giving you my honest, off-the-cuff advice. Am I qualified? Absolutely not. But I do have thoughts…a lot of them. Before we get into that, I’m catching you up on a weekend in the New Hampshire mountains (where things get a little strange), a billboard that raised some serious questions about c...

I may need to reevaluate my driving and my sanity, but we’re pushing through anyway. In this episode, I’m sharing a couple humbling “slow down” moments from strangers on the road, (apparently I’m the problem), along with a small but mighty personal growth win (SRG) and a few life updates, including an upcoming Trader Joe’s giveaway and my latest Love on the Spectrum obsession. Then we get into mor...

In this episode, I’m talking all things songwriting: the hits, the misses, and the really awkward moments in between...of which there are plenty. I share how I got started writing songs, what it actually looks like to write in Nashville, and some behind-the-scenes stories from co-writing sessions including a few that were not exactly a natural fit. It’s a lot like dating if we’re being honest! If...

This one starts with decaf coffee and Starbucks anxiety…and somehow ends with me in a feud with a 90-year-old woman. Her name’s Mary (not her real name), and yes…she does not like me. And yes, I care a little more than I should. Thumbs down, major glare energy. We talk about why we get hung up on people not liking us, why it’s uncomfortable when we can’t fix it, and when it’s time to just shrug an...

We’ve got a lot going on this week. First: the people have spoken and you want more cults, so don't worry, I’m working on it. But before that, let’s get into the Savannah Guthrie situation and why this story hit differently than expected, especially when it comes to advocating for someone you love and the vulnerability that comes with it. Also: could you fall in love with a chatbot? People are...

This week we’re talking about cults…a topic I’ve been intrigued by for a long time. I’ve had a few run-ins with them over the years and I’ve had to ask myself, “Am I an easy target?” I’ve wondered if I’m giving off “approachable for recruitment” energy. Just kidding, mostly. In all seriousness, I used to live in Brentwood, Tennessee and regularly drove past what I later found out was the Remnant F...

This week I found myself trapped in a very warm Uber with a very talkative driver…which led to an unnerving realization: is this what I sound like on my podcast? Things get random today. Are you a people pleaser? How do you prefer your potatoes? Let’s talk about it. I also introduce a topic I’ve been curious about for years: cults…Consider this the preview, because next week we’re getting  deep in...

In this episode, I’m getting a little more serious than normal and talking about the strange, complicated reality of ambiguous grief and what it’s like navigating life with aging parents, from preventing scams and thinking about medical decisions to those unexpected moments when you still feel the urge to call your mom, no matter your age. I also lighten things up a bit with a rant about overly br...

This week on Take a Jill Pill , I spiral casually through the very suspicious number of conspiracy theories showing up in my feed. Am I just noticing it more, or are our phones actually reading our minds? I have questions. I’m also sharing my official Top 5 Things I’m Never Doing Again (some of these were character-building experiences and I’m actually glad I did them all….I think), answering list...

In this episode of Take a Jill Pill... shocker...I get a little unhinged. I confess how I absolutely got sucked into Dunkin’s latest marketing ploy…yes, the pink iced coffee glove. And then we end up in a rabbit hole about aliens, angels, the supernatural, why Katy Perry went to space, and what I actually think aliens might be like. Spoiler: I think they’re like totally dope, dude.  I also drop a...