The Art Of Imperfect Adulting
The Art Of Imperfect Adulting
Podcast Description
Real life doesn't come with an instruction manual, and most of our stories don't fit neatly into highlight reels or cautionary tales. Welcome to The Art of Imperfect Adulting, where we explore the beautiful mess of real life decisions that shape who we become.
In a world dominated by picture-perfect social media posts and dramatic reality TV extremes, this show carves out a space for the rest of us – the everyday adults working to figure things out as we go. Each episode features honest conversations with guests sharing their personal stories about the choices, changes, and challenges that defined their journey.
These aren't stories of flawless triumph or epic disaster. They're real accounts of life's pivotal moments – both big and small. From choosing an unconventional path and setting unexpected boundaries to moving across the country or completely reinventing yourself, we dive into the decisions that seemed simple at the time but changed everything.
Host Amy Stone brings warmth and authenticity to each conversation, drawing out the subtle turning points and quiet revelations that make up the tapestry of adult life. Whether it's a career pivot, a personal transformation, or simply choosing to do things differently, these stories remind us that there's no single "right way" to navigate life's challenges.
What makes this show different? We celebrate the middle ground – the space where most of us actually live. Our guests aren't always gurus or influencers; they're real people sharing real experiences. They're the "adultier adults" who've walked similar paths and can offer insights from the other side of change.
You'll hear about:
The small decisions that led to big changes
The moments of doubt and breakthrough
The unexpected wisdom gained from "wrong" turns
The reality of change versus the fantasy of perfection
The ripple effects of choosing your own path
Perfect for listeners who:
Are navigating life's transitions
Feel stuck between where they are and where they want to be
Love hearing real stories from real people
Are looking for inspiration without the pressure of perfection
Want to feel less alone in their adult journey
Join us for conversations that will make you feel seen, understood, and inspired to embrace your own imperfect journey. Because sometimes the best stories come from the moments when life doesn't go according to plan.
Follow The Art of Imperfect Adulting wherever you get your podcasts and join us at http://www.imperfectadulting.com
Podcast Insights
Content Themes
The podcast explores themes of personal transformation, resilience, and navigating life's complexities through honest discussions. Episodes cover a variety of topics, such as transitioning through grief, managing chronic stress, redefining success in parenting, and overcoming cultural barriers, with guests sharing their unique journeys and insights.

Welcome to The Art of Imperfect Adulting. This is a show where we explore the beautiful mess of real-life decisions that shape who we become.
Real life doesn’t come with an instruction manual. Most of us make decisions without as much information or confidence as we’d like, and our stories don’t fit neatly into highlight reels or cautionary tales.
In a world of picture-perfect posts and reality TV extremes, this show carves out space for everyday adults figuring things out as we go. Each episode features honest conversations with guests sharing the choices, changes, and challenges that defined their journey.
These aren’t stories of flawless triumph or epic disaster. They’re real accounts of life’s pivotal moments, big and small. From choosing unconventional paths and setting unexpected boundaries to moving cross-country or reinventing yourself entirely, we explore decisions that seemed simple at the time but changed everything.
Your host is Amy Stone. She’s an adult herself—mortgage, stretch marks, and wisdom highlights to prove it. Amy brings warmth and authenticity to each conversation, drawing out the subtle turning points and quiet revelations that make up adult life. Whether it’s a career pivot, personal transformation, comeback story, or simply choosing to do things differently, these conversations remind us there’s no single “right way” to navigate life’s challenges.
Our guests aren’t gurus or influencers. Instead, they’re real people sharing real experiences. The “adultier adults” who’ve walked similar paths and can offer insights from the other side of change.
Subscribe wherever you get your podcasts and join us at https://www.imperfectadulting.com
In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Penny Rose about the wild adventure of downsizing, embracing nomadic living, and designing a work-life balance fueled by intention and financial freedom. Penny shares her journey from a packed 1,640 square foot “sticks-and-bricks” house to 250 square feet on wheels, revealing the joys, logistical hurdles, and inner mindset shifts that paved the way for her and her husband’s life on the road.
About the Guest:
Penny is a CPA who helps multi-six-figure creative business owners gain financial confidence, make fearless decisions, and unlock the freedom they crave. Her journey began not in a business school, but in a high-stakes, freedom-limiting career as a forensic accountant at the FBI. While chained to a traditional office, she knew that to achieve true location and time freedom, she had to build a bulletproof financial system for her own remote business. She successfully created that system, and it became her escape plan.
Main Topics Covered:
- Why Penny and her husband downsized and chose the RV lifestyle—including insurance headaches and financial motivations.
- The planning, mindset, and logistical challenges of letting go of stuff, brick-and-mortar commitments, and local ties.
- Emotional resilience in the face of change and feedback from friends/community.
- The nuts and bolts of RV living: creating new traditions, maintaining community remotely, and the realities of “traveling too fast.”
- Domiciling in Florida and the tax/legal intricacies for nomads and creators.
- How Penny’s business “Penny in Your Pocket” supports influencers and travel creators with sound financial strategy—and her new micro podcast and online course for beginners.
Quote from the Episode:
“We obviously weren’t using our space for very much besides storing stuff, stuff that we couldn’t even get to… Once I met someone, I’m not only maintaining contact, I’m growing the community as I meet more people.” — Penny Rose
Timestamps: [00:00:05] Welcome & where Penny calls home (Orlando, FL—and half the year on the road)
[00:01:11] New Year’s traditions and Jeep culture
[00:02:43] First RV night: breaking free at the end of 2019
[00:03:26] Dreaming, planning, and facing “sticks and bricks” hassles
[00:07:52] Financial and emotional motivation for hitting the road
[00:09:00] How much stuff? Merging homes and the problem of “too much”
[00:10:59] Cutting other ties—work, clubs, church, and setting a departure deadline
[00:13:23] Early retirement timing and the role of benefits
[00:17:12] Downsizing method and COVID-era logistics; avoiding the storage unit trap
[00:20:13] Emotional vs. logistical challenge of letting go
[00:22:59] Community response: safety concerns, admiration, and surprise
[00:26:41] RV travel rhythm: “living” vs. “touristing,” building connection across states
[00:31:13] Domiciling 101: Florida, Texas, South Dakota, and tax homes
[00:34:43] Maintaining community online and in-person as a nomad
[00:37:56] Boundaries while working and traveling; not “traveling too fast”
[00:41:01] RV park favorites and growing new traditions
[00:43:58] How Penny’s work supports creators staying on the road
[00:46:53] Penny’s new micro podcast and online course for influencer finances
[00:51:31] Favorite RV kitchen gadget—a countertop dishwasher!
[00:53:27] Podcast recommendation: Ramit Sethi’s Money for Couples
[00:54:14] What makes RV life “homey”: a cherished quilt from Penny’s grandmother
Connect with the Guest:
Website: https://pennyinyourpocketcpa.com/
Note from the show: Guest offers are often limited-time and limited quantity. If you have an issue redeeming the guest offer please reach out to the guest or vendor directly.

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