Slightly Unsupervised

Jennifer Hobbs & Jackie Schroeder
  • 5.0 (3)
  • PERSONAL JOURNALS

Two best friends. Zero filters. All truth. We’re not married—but we kinda are.  Slightly Unsupervised is a podcast about the kind of soulmates who don’t come with a marriage license. Hosted by longtime best friends Jennifer and Jackie, this show dives into the real, raw, and ridiculously funny side of female friendship, emotional growth, and what it really takes to stay connected through the chaos of life.  From navigating toxic friendships and healing after breakups, to starting a trademarked friendship ceremony called Bestiemony®, we’re here to celebrate the messy magic of bestie energy.  Expect honest conversations about:  Friendship breakups and red flagsLoyalty, boundaries, and emotional supportMotherhood, identity, and growing up side-by-sideAnd of course, a few laugh-till-you-snort momentsIf you’ve ever had a ride-or-die, lost one, or are still looking, this podcast will remind you why friendship is the most underrated love story of all. 🎧 New episodes weekly. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony   #SlightlyUnsupervised #Bestiemony #Bestiemonies #FriendshipPodcast #FemaleFriendship #RideOrDieFriends #RealTalkWithBesties #UnfilteredConnection #EmotionalSupport #PlatonicSoulmates #FriendshipBreakups #ToxicFriendships #HealingJourney #FriendshipIsLove #SupportiveFriends #CelebrateYourBestie #PodcastForWomen 

  1. 2D AGO

    Same Friendship, Different Rules: Why Generations Don’t Get Each Other

    Send us Fan Mail Same Friendship, Different Rules: Why Generations Don’t Get Each Other  Ever feel like you and someone you care about are speaking completely different emotional languages? You’re not imagining it… it might be generational. In this episode of Slightly Unsupervised, Jennifer and Jackie dive into why friendships across different generations can feel confusing, frustrating, and sometimes even hurtful—even when both people genuinely care. From communication styles and emotional expression to boundaries, loyalty, and expectations, every generation was shaped differently… and those differences don’t just disappear in friendships. Jennifer and Jackie get real about:  Why generational clashes happen (and why it’s not always personal)  The biggest friction points between Gen X, Millennials, and Gen Z  How the way you were raised shapes how you show up as a friend  Real-life examples of generational misunderstandings in families and friendships  Why some people want to talk everything out… and others just want you to move on  How to navigate friendships when you see the world completely differently They also share honest stories about family dynamics, different perspectives, and the challenge of trying to connect when your emotional wiring doesn’t match. Because sometimes…  👉 it’s not the friendship that’s broken …it’s the framework you’re both using. This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    27 min

  2. APR 6

    Why You Don’t Think Like Me: The Truth About Generational Friendships

    Send us Fan Mail Why You Don’t Think Like Me: The Truth About Generational Friendships  Friendship hasn’t gotten worse… it’s just gotten different.  In this episode of Slightly Unsupervised, Jennifer and Jackie break down how friendships have evolved from Baby Boomers to Gen Z—and why every generation connects, communicates, and shows up in completely different ways.  From the loyalty and “don’t talk about it” mindset of Baby Boomers, to the independent, low-maintenance friendships of Gen X… to the emotionally expressive Millennials and the boundary-driven Gen Z—each generation has its own friendship language.  And sometimes… those languages don’t translate.  Jennifer and Jackie get real about:   Why different generations expect completely different things from friendship  The biggest clashes between loyalty, communication, and boundaries  How the way you were raised shapes how you show up as a friend  Why some people want to talk everything out… and others just want you to get over it  How to stop taking generational differences personally—and start understanding them  They also share real-life stories, generational frustrations, and a few laugh-out-loud moments (including the reality of growing up with wall phones and zero privacy).   Because the truth is—  we’re all using the word “friendship”…   👉 but we don’t all mean the same thing.   This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    37 min

  3. MAR 30

    Touch My Bestie and It’s On: Why We Defend Our Friends Harder Than Ourselves

    Send us Fan Mail Touch My Bestie and It’s On: Why We Defend Our Friends Harder Than Ourselves  You can insult us. We’ll probably roll our eyes and move on.  But disrespect our bestie?  Now we’re drafting paragraphs, standing taller, and deciding who needs to be escorted out of the group chat.  In this episode of Slightly Unsupervised, Jennifer and Jackie unpack the protective instinct that kicks in when someone hurts our people. Why is it easier to defend our friends than defend ourselves? Why do we forgive faster for our own pain… but hold lifelong grudges when someone crosses our bestie?  This chapter dives into:  Why women go full mama bear for their friends  How loyalty can turn into fierce (and sometimes petty) protection  The difference between healthy boundaries and permanent blacklists  Why our “bullsh*t tolerance” drops as we age  How childhood patterns of self-abandonment can turn into over-protection of others  When sticking up for your friend helps — and when it complicates things  Jennifer and Jackie share real stories from their friend group — girls’ trips gone sideways, shady behavior, teenage locker-room standoffs, Moscow Mule meltdowns, and the unspoken rule: if you hurt one of us, you hurt both of us.  They also admit the hard truth:  Sometimes we hold onto anger longer than the friend who was actually hurt.  Because protecting your bestie feels powerful.  Protecting yourself? That’s harder.  This episode is about loyalty, love, projection, fierce devotion — and the beautiful, chaotic energy of women who refuse to let their people stand alone.  🎙 Hosted by Jennifer & Jackie  💍 Presented by Bestiemony™ — Because not all soulmates come with a marriage license.  Listen in, laugh with us, and maybe text your ride-or-die just to say: “I’ve got you.”  This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    26 min

  4. MAR 23

    Making Friends Later in Life: Episode 9 Vulnerability — How to Open Up Without Overexposing Yourself

    Send us Fan Mail Making Friends Later in Life: Episode 9 Vulnerability — How to Open Up Without Overexposing Yourself You can’t build real friendship without vulnerability — but the older we get, the riskier it feels. In Episode 9 of our Making Friends Later in Life series, Jennifer and Jackie talk about why vulnerability is essential for deep connection, why it feels scarier in midlife, and how to open up without trauma dumping or overexposing yourself. Because here’s the truth: If you never let people in, you’ll only have activity buddies. But if you open up too fast, you might scare off the very connection you’re hoping for. In this episode, we break down: • The difference between vulnerability and trauma dumping  • Why surface-level friendships feel safe — but lonely  • How to “test the waters” before sharing something deeply personal  • Healthy vs. unhealthy responses to your vulnerability  • How to build trust in layers instead of emotional leaps We also share real examples from our own friendship — including how we rebuilt trust after a 15-year gap and why slow vulnerability made our connection stronger. If you’ve ever been hurt, misunderstood, or burned in friendship, this episode will help you open up wisely — not fearfully. Because vulnerability isn’t about spilling everything. It’s about revealing yourself slowly enough to see who can handle it. 💛 Series Reminder:  First the work on you. Then the work on connection. This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    22 min

  5. MAR 16

    Making Friends Later in Life – Episode 8 Matching Effort: When You’re Doing Too Much in Friendship (And How to Stop)

    Send us Fan Mail Making Friends Later in Life – Episode 8 Matching Effort: When You’re Doing Too Much in Friendship (And How to Stop) Have you ever realized you’re the only one reaching out… the only one making plans… the only one checking in?  And then one day you stop — and the friendship disappears?  In Episode 8 of our Making Friends Later in Life series, Jennifer and Jackie dive into what it really means to match effort in adult friendships. This isn’t about keeping score or going tit-for-tat. It’s about recognizing when you’re over-functioning, over-giving, and carrying emotional weight that was supposed to be mutual.  We talk about:  • The signs you’re doing too much  • Why women are conditioned to over-give  • The difference between effort and chasing  • How to test a friendship without drama  • Why silence sometimes tells you everything  • And how to protect your energy without becoming cold or bitter  We also share real stories from our own friendships — including the 15 years Jennifer and Jackie weren’t friends — and what it took to rebuild trust, effort, and mutual investment.  If you’ve ever felt drained instead of connected…  resentful but saying nothing…  or scared that if you stop trying, there will be nothing left…  This episode is for you.  Because matching effort isn’t about control.  It’s about clarity.  And the best friendships?  They don’t need chasing — they need reciprocity.  Subscribe, leave a review, and share with your ride-or-die.  And when you're ready to make your friendship official, book your Bestiemony at rhinestoneweddingchapel.com — because the best love stories don’t always come with a ring.  This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    26 min

  6. MAR 9

    When It’s Not a Match: Episode 7 Handling Friendship Disappointment Without Shutting Down

    Send us Fan Mail Episode 7: When It’s Not a Match — Friendship Rejection, Ghosting & Moving Forward  You met someone. You went to coffee. You thought, “This could be good.” And then… nothing. She didn’t text back. She faded out. Or maybe you realized she wasn’t who you thought she was. In Episode 7 of our Making Friends Later in Life series, Jennifer and Jackie talk honestly about what happens when a new friendship doesn’t work out — and how to handle rejection, ghosting, or misalignment without internalizing it or shutting down. Because let’s be real: if you’re building friendships later in life, rejection can hit harder. It can trigger old wounds — from middle school drama to past betrayals to relationships that didn’t end well. And when that happens, it’s easy to retreat and tell yourself, “See? This is why I don’t try.” But not every connection that fades is a failure. In this episode, we unpack: Why rejection isn’t always personalHow ghosting works in today’s world (even though we didn’t grow up with it)The difference between awkwardness and incompatibilityWhy anxiety on a first meet-up isn’t a red flagHow capacity, life stage, and timing affect connectionWhy you shouldn’t overcompensate or overshare to “secure” a friendshipAnd how to keep trying without becoming bitterWe also share personal stories about red flags we missed, lessons learned the hard way, and how even our own friendship took time to rebuild and realign. Because making friends later in life isn’t about speed. It’s about alignment.  And alignment takes time. If a connection fades, it doesn’t mean you’re unworthy. It just means it wasn’t the right fit. Keep going. When you’re ready to make your friendship official, book your Bestiemony™ at rhinestoneweddingchapel.com — because the best love stories don’t always come with a ring. This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    23 min

  7. MAR 2

    The Slow Build: Episode 6 Why Real Friendships Take Time (And Why That’s a Good Thing)

    Send us Fan Mail The Slow Build: Episode 6 Why Real Friendships Take Time (And Why That’s a Good Thing) You met for coffee. It was fun. Maybe even promising. Now what? In Episode 6 of our Making Friends Later in Life series, Jennifer and Jackie talk about the part no one prepares you for — the in-between. The slow build. The space after the first connection where friendships either deepen… or derail. Too many women either rush intimacy (oversharing, trauma bonding, “you’re my soulmate” energy) or retreat completely and keep things surface-level forever. This episode is about the healthy middle ground — where trust builds through consistency, safety, shared experiences, and mutual effort. Jennifer and Jackie get real about: Rebuilding their own friendship after 15 years apartWhy intensity can actually scare people awayThe difference between connection and chemistryWhy timelines matter in early meet-upsHow to avoid overwhelming someone (or being overwhelmed)Why alignment takes time — even with someone you’ve known foreverThey share honest stories about divorce, baggage, bad energy, bathroom trauma bonding, and why not every roulette table stranger needs to come home with you. (Yes, they went there.) Because real friendship isn’t built in one coffee date.  It’s built in the steady showing up. Making friends later in life isn’t about speed — it’s about alignment.  And alignment grows slowly. 🎙 Hosted by Jennifer & Jackie  💍 Presented by Bestiemony™ — Because not all soulmates come with a marriage license. Listen in, laugh with us, and give yourself permission to let friendship unfold at its own pace. This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    22 min

  8. FEB 23

    Making Friends Later in Life Series | Episode 5: From Insight to Action — Building Friendships Later in Life

    Send us Fan Mail Making Friends Later in Life Series | Episode 5: From Insight to Action — Building Friendships Later in Life Making friends later in life isn’t about collecting people — it’s about finding the right people. In Episode 5 of our Making Friends Later in Life series, Jennifer and Jackie move from the “self-work” episodes into real-world connection: how you actually start building friendships when you’re no longer surrounded by built-in proximity like school, kids’ activities, or coworkers. We talk about the real reason this feels harder now (hint: it’s not you — it’s the lack of shared spaces), why activities beat awkward auditions, and how to create low-pressure first hangouts that feel safe, aligned, and sustainable. From coffee and paint nights to walking groups, cooking classes, markets, and even bingo—this episode is full of practical ideas and honest reminders for women who want connection but don’t want to self-abandon to get it. Because friendship now isn’t about rushing, forcing, or settling.  It’s about small steps, mutual effort, and choosing the kind of connection that actually fits who you are today. And remember: Success isn’t how many friends you have — it’s how safe you feel with the ones you keep. When you’re ready to make your friendship official, book your Bestiemony™ at rhinestoneweddingchapel.com — because the best love stories don’t always come with a ring. This episode of Slightly Unsupervised was brought to you by the creators of Bestiemony®—the original friendship ceremony that proves soulmates don’t always come with a marriage license. Hosted by Jennifer and Jackie: best friends, business partners, and co-founders of the movement celebrating real, ride-or-die love. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony 📱 Follow us on Instagram at @Bestiemonies 📩 Got a bestie story to share or a subject request? Email us at ChickologyPodcasts@gmail.com

    31 min
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Ratings & Reviews

5
out of 5
3 Ratings

About

Two best friends. Zero filters. All truth. We’re not married—but we kinda are.  Slightly Unsupervised is a podcast about the kind of soulmates who don’t come with a marriage license. Hosted by longtime best friends Jennifer and Jackie, this show dives into the real, raw, and ridiculously funny side of female friendship, emotional growth, and what it really takes to stay connected through the chaos of life.  From navigating toxic friendships and healing after breakups, to starting a trademarked friendship ceremony called Bestiemony®, we’re here to celebrate the messy magic of bestie energy.  Expect honest conversations about:  Friendship breakups and red flagsLoyalty, boundaries, and emotional supportMotherhood, identity, and growing up side-by-sideAnd of course, a few laugh-till-you-snort momentsIf you’ve ever had a ride-or-die, lost one, or are still looking, this podcast will remind you why friendship is the most underrated love story of all. 🎧 New episodes weekly. 💍 Book a Bestiemony: rhinestoneweddingchapel.com/bestiemony   #SlightlyUnsupervised #Bestiemony #Bestiemonies #FriendshipPodcast #FemaleFriendship #RideOrDieFriends #RealTalkWithBesties #UnfilteredConnection #EmotionalSupport #PlatonicSoulmates #FriendshipBreakups #ToxicFriendships #HealingJourney #FriendshipIsLove #SupportiveFriends #CelebrateYourBestie #PodcastForWomen 

Information

  • Creator
    Jennifer Hobbs & Jackie Schroeder
  • Years Active
    2025 - 2026
  • Episodes
    30
  • Rating
    Explicit
  • Copyright
    © 2026 Slightly Unsupervised
  • Show Website
    Slightly Unsupervised