Slightly Unsupervised

Being There for a Bestie in Grief: Navigating the Holidays Without Losing Yourself


Listen Later

Send a text

Being There for a Bestie in Grief: Navigating the Holidays Without Losing Yourself 

Description:
The holidays can be magical… until they aren’t. When your bestie is grieving the loss of her person—whether a spouse, partner, or the anchor of her family—the season hits differently. Suddenly the twinkle lights feel heavier, the memories sting sharper, and the pressure to “do it all” gets complicated. You want to show up for her, hold her together, make sure she doesn’t feel alone. But you’re also juggling your own family, your own joy, your own traditions—and sometimes it feels like you’re being stretched between her grief and your life. 

In this episode of Slightly Unsupervised, Jennifer and Jackie get real about what it truly looks like to support a grieving best friend during the holidays. They talk about showing up with compassion without abandoning yourself, why checking in matters more than saying the perfect thing, and the delicate balance between honoring your own traditions while making space for hers. 

From navigating emotional triggers to understanding what grieving friends wish we knew, this episode is your gentle guide to loving her deeply while protecting your own heart. Because you can be her anchor without becoming her life raft—and sometimes the most powerful gift is simply, “You’re not doing this alone. I’m here.” 

In This Episode:
💛 Why the holidays hit grief differently than everyday life [01:00]
🤍 How to show up without overstepping or smothering [05:10]
🎄 Balancing your own traditions with her emotional needs [12:00]
📩 What real checking-in looks like (and why it matters) [14:45]
🕯️ Why talking about the person they lost is often exactly what they need [17:00]
💞 The best gift you can give a grieving bestie [21:00]
✨ Bestie Rapid Fire: Holidays, healing, and the little moments that matter [23:00] 

🎙️ Hosted by Jennifer & Jackie
 💍 Presented by Bestiemony™ — Because not all soulmates come with a marriage license.
 ✨ Part of the Chickology™ Podcast Collective 

🎵 Closing Song: Definition of a Best Friend by Brooke August & Hannah Rose
Follow Brooke on YouTube: @brookeaugust 

If this episode hits you in the feels—or helps you love your bestie a little softer this season—send it to the friend who holds your heart. 

🎧 Subscribe to Slightly Unsupervised for more real talk, deep laughs, and the truth about modern friendship. 


Chickology Podcasts
Bold podcasts by women, for women. Real talk. Real growth.

Bestiemony®
Honor your forever friendship with a Bestiemony®.

Rhinestone Wedding Chapel
Weddings, Elvis, & Bestiemony® ceremonies—only in Nashville at Rhinestone Chapel.


Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to 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 [email protected]

...more
View all episodesView all episodes
Download on the App Store

Slightly UnsupervisedBy Jennifer Hobbs & Jackie Schroeder