IT'S NEVER TOO LATE FOR A MIDLIFE "SIDE QUEST" (ORGANIZING TIP: KEEPING LIKE ITEMS TOGETHER)

IT'S NEVER TOO LATE FOR A MIDLIFE "SIDE QUEST" (ORGANIZING TIP: KEEPING LIKE ITEMS TOGETHER)

Author: Christine Stone and Eden Kendall September 24, 2026 Duration: 27:58

What if the thing you keep saying you’re “not the type of person” to do is exactly the thing you should try?

This week on Uncluttered and Unfiltered, Christine Stone and Eden Kendall are talking about side quests—those unexpected, low-pressure adventures we take simply because they sound interesting, exciting or fun. Eden shares what happened when she stepped completely outside her comfort zone and signed up for a stand-up comedy class, even though she never intended to become a comedian.

Over six weeks, Eden had to write, rewrite and perform a “tight five” minutes of comedy while accepting feedback from a room full of strangers. She opens up about the nerves, the self-doubt and the surprising confidence boost that came from taking the stage. Christine also shares her reaction to seeing Eden perform—and why she and Eden’s husband were both shocked by how naturally funny she was.

The hosts also hear about the side quests women in their community are pursuing, from exploring future retirement destinations and taking day trips to creating museum-worthy sculptures out of aluminum foil, connecting people with potential partners and friends, teaching yoga, and quietly doing thoughtful things for others.

It’s a funny, encouraging conversation about trying something new, embracing beginner energy and refusing to let fear—or the fear of embarrassing yourself—keep you from having a little adventure. And yes, you’ll hear a clip from Eden Kendall’s very first stand-up performance.


Here are some of Christine's finds including eye masks.







There’s a certain freedom that comes with the second half of life, and Uncluttered and Unfiltered: The Podcast For Women Over 50 is a conversation built entirely around that idea. Co-hosts Christine Stone and Eden Kendall are longtime friends who approach the world from opposite ends of the spectrum. Christine, a professional organizer, thrives on creating streamlined, efficient spaces. Eden, a broadcaster, DJ, and thrift shopper, cheerfully admits to a life that’s wonderfully over-scheduled and a bit disorganized. Their dynamic is the heart of this podcast. Each episode feels like pulling up a chair to a candid kitchen-table chat where they explore what it means to edit your life-not just your closet. They delve into everything from beauty and fashion to culture and self-improvement, all through the lens of experience. You’ll hear practical tips for simplifying your surroundings alongside broader discussions on navigating societal expectations and personal growth. It’s not about prescribing a single way to live; it’s about sharing stories and strategies for letting go of what no longer serves you, making room for more joy and less clutter, in every sense. Tune in for a refreshingly honest dialogue that proves the most interesting conversations happen when you embrace both the organized and the beautifully messy parts of life.
Author: Language: English Episodes: 50

Uncluttered and Unfiltered: The Podcast For Women Over 50
Podcast Episodes
ENCORE: YOUR MIDLIFE CLOSET IF YOU STARTED FROM SCRATCH (PART TWO) [not-audio_url] [/not-audio_url]

Duration: 27:39
In this episode, we take a fresh look at starting over with our wardrobes—literally from scratch. We imagine what it would really mean to lose every piece of clothing we own and rebuild with only the items that fit our l…
ENCORE: YOUR MIDLIFE CLOSET IF YOU STARTED FROM SCRATCH (PART ONE) [not-audio_url] [/not-audio_url]

Duration: 24:36
In this episode, we take a fresh look at starting over with our wardrobes—literally from scratch. We imagine what it would really mean to lose every piece of clothing we own and rebuild with only the items that fit our l…