Jill Pickering

Take a Jill Pill

Society EN ↓ 20 episodes

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.

Author

Jill Pickering

Category

Society

Podcast website

www.jipicreative.com

Latest episode

Jul 7, 2026

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Episodes

Trader Joe's Wants to Know My Plans. CERN Wants to Change Time. 07.07.2026

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&...

The Most Important Question You're Not Asking Yourself with Dr. Lee Long 23.06.2026

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...

I'm Literally Just Sending You a Really Long Audio Message 16.06.2026

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...

It's a No From Me, Dawg 09.06.2026

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...

The 3 Emotions Quietly Draining Your Energy 02.06.2026

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 One’s For the Birds…(if they’re real…) 19.05.2026

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...

Public Scandals & Revenge of the Ants 12.05.2026

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...

Dear Jill…Your Questions, My Advice 05.05.2026

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...

Faking Death, Speeding Cars, & The “Aunt” Hill I Will Die On 28.04.2026

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...

Songwriting: The Hits, The Misses, and The Awkward Moments 21.04.2026

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...

There's Something About "Mary" 07.04.2026

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...

Conspiracies, Chatbots, & Unpopular Opinions 31.03.2026

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...

Don't Let Me Join a Cult 24.03.2026

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...

People Pleasing, Uber Rants & My First Very Tiny Guest 17.03.2026

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...

Boy Bands, Reality TV, & Ambiguous Grief 10.03.2026

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...

Hard Pass: Things I’m Never Doing Again 03.03.2026

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...

The Pink Dunkin’ Glove, Aliens, and Why I’m Easily Influenced 24.02.2026

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...

New England, Winter Blues, & I'm Not Your Galentine. 17.02.2026

We’re talking Super Bowl thoughts, Olympic feelings, Nancy Guthrie (where is she?!), Valentine’s Day…and why I am absolutely not your Galentine.  I’m ranking my Top 5 New England states (yes, I know there are only 6), answering listener questions, and sharing a brand new unreleased song exclusively here on the podcast. Basically, it’s winter blues mixed with hot takes and a few meaningful moments....

Your First Jill Pill: Rants, Randomness, and Real Talk 10.02.2026

Welcome to Take a Jill Pill, the podcast where life is funny, messy, and sometimes a little embarrassing. In this first episode, I introduce myself (an introvert’s nightmare), share an embarrassing story, rant about birthday cards and cashiers, answer a few listener questions, and even dip my toe into conspiracy theories…plus of course I have a discussion about Trader Joe’s snacks. (Oh, I leave ya...

Trailer: Introducing "Take a Jill Pill" 28.01.2026

Welcome to Take a Jill Pill , a podcast for when life is lifing and you just need something that feels real, funny, and relatable. In this trailer, I’m sharing a little about me and what this show will actually sound like: honest conversations, random rants and observations, creativity, mental health, pop culture, cults, conspiracies…and whatever else comes up in the wild experience of being a hum...

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