The Friends Who Shaped Us: Seasons, Reasons & Lifetimes

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Episode 5 The Friends Who Shaped Us: Seasons, Reasons & Lifetimes

Some friends walk in when everyone else walks out—and some quietly walk out when you need them most. In this raw and deeply personal episode of Slightly Unsupervised, Jennifer and Jackie open up about the friendships that left a mark: the ones that came in clutch, the ones that broke their hearts, and the ones they’re still holding onto decades later.

From teenage pregnancies and toxic relationships to unimaginable loss and joyful reconnection, this is a real conversation about the seasons of friendship, the lessons they leave behind, and the lifelong love that sometimes circles back just when you need it.

In This Episode:

• Friends for a season: when someone shows up at just the right time [01:00]
• Jennifer’s high school bestie and the imprint she left [03:00]
• Jackie’s teenage trio—and the heartbreak of growing apart [05:00]
• The friend who walked with Jackie through cancer and grief [10:30]
• Emotional isolation, toxic love, and the friends who see through it [13:00]
• What loyalty looks like in a lifetime friendship [15:28]
• How to come back to yourself—and your people—after going missing [18:00]

Whether you’re mourning a lost connection, missing a friend who passed, or simply reflecting on how far you’ve come, this episode honors them all. Because not all friendships are meant to last—but they all meant something.

🎁 Bonus Segment: Rapid Fire Bestie Questions return—don’t miss it.
🎶 End credit music: Definition of a Best Friend by Brooke August & Hannah Rose
▶️ Follow Brooke on YouTube: @brookeaugust

👉 Follow Slightly Unsupervised on Apple Podcasts, leave a review, and tag the friend you’re thinking about right now. You know the one.

 #SlightlyUnsupervised #Bestiemony #Bestiemonies #FriendshipPodcast #SeasonsOfFriendship #WomenSupportingWomen #FriendshipLoss #GrievingAFriendship #LoyaltyAndLove #EmotionalSupport #PlatonicSoulmates #ToxicFriendships #FoundAgain #FriendshipHealing #RealTalkWithBesties #FriendshipMatters #RideOrDieFriends #FriendshipStories #PodcastForWomen 

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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.

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📩 Got a bestie story to share or a subject request? Email us at [e-mail]