After dedicating 25 years to the fast-paced public relations industry across New York and San Francisco, John McCartney realized his career had plateaued and he was no longer feeling challenged. When his agency faced headwinds at the beginning of 2020, John found himself at a definitive fork in the road: dust off his resume to work for another agency, or take the terrifying leap to chart his own path.

He chose the latter, founding JMAC PR. But John didn't just want to build another PR firm; he wanted to completely overhaul toxic agency culture. Driven by the philosophy that "we work to live, we don't live to work," John built his boutique agency with workplace wellness embedded directly into its DNA. Today, he joins us to talk about his incredible journey from a small-town reporter to a successful agency founder who puts the mental health and well-being of his team above the traditional corporate grind.

In this episode, we cover:

• The Bronx Foundation: How growing up in a single-parent household with a mother who worked seven days a week as a bank teller and at a bakery instilled a relentless work ethic and grounded perspective.
• The Leap of Faith: The fear of leaving behind the security of a consistent corporate paycheck to start a business from scratch, and why John decided it was worth the risk to live a life without regrets.
• Redefining Agency Culture: Why John refuses to be a boss who demands 20-hour workdays. Instead, he hired a fractional HR director and a transformational consultant to meet one-on-one with his team, ensuring every employee feels seen, heard, and supported both personally and professionally.
• The Reality of Founder Income: The "rude awakening" of shifting from guaranteed, predictable corporate pay to structuring an S-Corp, balancing an owner's draw with a "reasonable salary," and navigating the tight financial realities of business ownership.
• Choosing Happiness Over Success: Why John actively prioritizes his mental and physical health through 10 minutes of daily meditation, two-mile walks, and therapy, proving that true success is actually found in peace and balance.

John's ultimate advice for taking the leap? Figure out what brings you joy and what you are good at, then just jump in. The worst-case scenario is that it doesn't work out and you go back to working for someone else—but you owe it to yourself to try.

Where to find John McCartney:

• Website: jmacpr.com
• LinkedIn: John McCartney
• Email: [email protected]

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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy.

🎧 New episodes weekly 

🌱 Part of the 101 Ways Out transformation platform 

🔗 Learn more: ⁠https://101WaysOut.com⁠

📷 ⁠Instagram⁠

💼 ⁠LinkedIn⁠

🎥 ⁠YouTube⁠

We are often told that if you work hard, follow the rules, and land a great corporate job, you will ultimately feel fulfilled. But what happens when you reach that milestone and realize you feel completely stagnant?

In this episode, we sit down with Ari DeGrote, a former corporate change management and innovation leader who realized she had hit her corporate "expiration date."

For nearly a decade, Ari led leadership growth cohorts for venture-backed tech founders at the Sprint/T-Mobile Accelerator. She was deeply proud of her work, but after navigating a chaotic "triple whammy"—returning from maternity leave, the onset of the COVID-19 lockdowns, and a massive corporate merger all within a two-and-a-half-month window—she realized she was facing a split in the road.

Ultimately, Ari realized she was running towards something rather than just running away. She took a highly strategic leap to build Upward & Inward, a solo coaching and consulting practice where she helps impact-driven leaders merge people, profit, and purpose. Today, she joins us to share her journey of redesigning her life for ultimate autonomy, getting out of the corporate box, and learning to tune back into her intuition.

In this episode, we cover:
- The Corporate "Expiration Date": How to recognize when you've outgrown your environment, and why Ari decided the risk of ignoring her passion was greater than the terrifying leap into entrepreneurship.
- Prototyping Your Exit: How Ari strategically used virtual "coffee connects" during the pandemic to validate her business and sign her first major clients before ever handing in her notice.
- Designing a "Life System": How Ari radically restructured her week, including reserving her Fridays entirely for creative writing, big ideas, and true autonomy.
- Embracing the "Woo": Why Ari practices "emotional alchemy" and somatics to tune into her body's wisdom, pushing back against the corporate conditioning that tells us to only live "from the ears up."
- Unconventional Life Hacks: Ari shares how she uses ChatGPT to organize her brain during anxiety spirals, why she joins virtual "cocoon" co-working spaces for one-minute dance parties, and how she intentionally used adult intramural kickball leagues to build her community from scratch in new cities.

Ari's ultimate advice for anyone looking to make a change? Don't take yourself so seriously, treat every failure as useful data, and learn to love the "never-ending" process of iteration.

Where to find Ari DeGrote:
LinkedIn: https://www.linkedin.com/in/aridegrote/
Website: upwardandinward.com

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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy.


🎧 New episodes weekly
🌱 Part of the 101 Ways Out transformation platform

🔗 Learn more: https://101WaysOut.com
📷 Instagram: https://instagram.com/101waysout
💼 LinkedIn: https://www.linkedin.com/company/101waysout/

What do you do when you're frustrated by a broken system? If you're Sarah Hartenberger, you spend five years becoming the expert who fixes it.

Sarah came from the world of corporate market research — working with global brands, climbing the ladder — until the birth of her son revealed a gap in postpartum care she couldn't unsee. Struggling to breastfeed and feeling failed by the resources available to her, she made a decision: she was going to become the support she wished she'd had.

Getting there wasn't simple. Sarah didn't have a healthcare background — just degrees in communications and Spanish and a drive that, as she puts it, makes people want to get out of her way. She took anatomy, physiology, biology, and nutrition courses from scratch. She negotiated a part-time role at her old marketing job to fund the transition. She clocked over 1,000 clinical hours. And when the governing body changed the certification pathway mid-journey and threatened to set her back seven years, she found another way.

Then her marriage ended — and rather than retreat to the safety of corporate, she went all-in on her business. Today, Nurture Lactation KC is a team of 7 IBCLCs serving families across Kansas City, operating in-network with major insurance providers, and fighting publicly for lactation care to be recognized — and covered — as the essential healthcare it is.

In This Episode

• The "nap time warrior" years: how Sarah built her certification while working part-time and raising a toddler
• Why she negotiated a flexible role at her old company, and what her mom's advice had to do with it
• Sink or swim: going full-time in her business after her divorce
• The moment she realized she "likes to go against the grain" in her 30s
• Fighting insurance companies to enforce what the ACA already requires
• Why she caps her own income, and why that's actually a power move
• "Who made these rules? I'm making new ones."
• What lights her up: seeing moms recognize their own power

Connect with Sarah

Instagram: @NurtureLactationKC

Website: nurturelactationkc.com

Email: [email protected]

Find 101 Ways Out

Website: 101waysout.com

"Every time I left America, I felt like I was coming up for air."

Andie Eggiman spent over a decade in a high-control religious environment — one that slowly dismantled her confidence, buried her career ambitions, and told her exactly who she was allowed to be.

She gave up a full-ride scholarship to her master's program because the church told her she was "a wife now." She got married young, started having kids, and learned to question her own instincts.

But as Andie slowly deprogrammed and found her way back to herself, she began noticing those same high-control patterns — the demand for hierarchy, the narrowing of identity, the use of ideology to justify control — spreading across the broader American landscape. She recognized it immediately: she wasn't just escaping a church. She was escaping a country moving in the same direction.

So she and her husband packed up their family of seven — including children with significant developmental delays — and moved to Portugal.

In this episode of 101 Ways Out, Andie shares:

• The slow, invisible mechanics of high-control environments
• How she and her husband deprogrammed and rebuilt a true partnership of equals
• What actually made them take the leap — and how they went from "accidentally nomadic" to planted in Portugal
• The logistics of moving a family of seven abroad, including kids who needed extra support
• Why aging parents and kids at home don't have to be dealbreakers for living abroad
• How she went from drowning in America to breathing freely

This conversation is a masterclass in reclaiming identity.

Time stamps:

• 00:00 – "I feel more alive than I've ever felt before"
• 01:08 – Introducing Andie: trip designer and move-abroad expert
• 03:02 – The #1 limiting belief: moving abroad with kids
• 19:46 – Getting pulled into high-control religion in college
• 20:15 – "Religion isn't a problem. High control religion is."
• 23:24 – Getting married young and quitting her master's degree
• 32:45 – The long road of deprogramming
• 42:05 – Christian nationalism and recognizing the pattern
• 48:08 – "Every time I left America, I felt like coming up for air"
• 51:39 – Becoming "accidentally nomadic"
• 57:30 – Portugal: first stop, now home for three years
• 1:00:22 – "I'm able to be present to my life a lot better here"
• 1:09:04 – Was it scary to leave? (Two very different answers)
• 1:15:45 – Happiness or success — which would you choose?
• 1:19:26 – Most liberating decision: "Learning to listen to myself"
• 1:26:23 – Where to find Andie

Follow Andie's Work

• 📷 ⁠Instagram⁠, ⁠YouTube⁠, & ⁠Threads⁠: ⁠@OneDaringAdventure⁠
• 🌎⁠ ⁠Get Me Out of Here Workshop⁠⁠ — a first step for anyone wondering if life abroad could work for them

Listen to more stories of reinvention: 🎧 ⁠Subscribe to 101 Ways Out

⁠

#MoveAbroad #HighControlReligion #ExpatsAbroad #LifeInPortugal #FamilyAbroad #101WaysOut

"Ultimately, I want peace."

After 13 years at USAA, Aaron reached a point most people only dream of: he retired at 40. He didn't win the lottery or inherit a fortune; he and his wife spent years living intentionally, eliminating every cent of debt, and following a movement known as FIRE (Financial Independence, Retire Early).

But the story didn't end with a permanent vacation. After six years of "pure bliss" as a stay-at-home dad in Costa Rica and Puerto Rico, Aaron did something even more unexpected:
He went back to work.

In this episode of 101 Ways Out, Aaron shares:
- How he paid off his house and all debt by his early 30s
- The "debt snowball" method that changed his financial trajectory
- What it’s really like to be retired for six years with four young kids
- The "plot twist" that led him back to the corporate world as a consultant
- Why your identity shouldn't be tied to a title—even the title of "retired"

His 10-year template for designing a life you actually want to live

We talk about:
- The "boring" middle of financial independence
- Trading conference calls for school drop-offs
- The "boys who brunch": finding community as a stay-at-home dad
- Why he wasn't scared when he finally got laid off
- Lifestyle inflation vs. retirement reality
- Redefining success so you get "happiness for free"
- And why he still chooses to snuggle his kids a little longer

If you’ve ever felt like 65 is too long to wait…
If you’re curious about the reality of the FIRE movement…
If you want to know how to reclaim your time before it’s gone…

This conversation is a masterclass in intentionality.

Follow Aaron’s Work
🔗 Aaron McHone on LinkedIn - https://www.linkedin.com/in/aaronmchone/
🌎 Live Your Wage - https://liveyourwage.com/

Listen to more stories of reinvention:
🎧 Subscribe to 101 Ways Out - https://www.101waysout.com

#FIREMovement #FinancialIndependence #EarlyRetirement #IntentionalLiving #101WaysOut #DebtFree #StayAtHomeDad #CareerPivot #redefiningsuccess

"I am elated with 97% of my life."

Lauren Tarpley says this without hesitation.

After a 20-year career in tech strategy and customer success, a breast cancer diagnosis at 34, six rounds of chemo, radiation, immunotherapy, a double mastectomy, staph, MRSA, and 11 surgeries, Lauren reached a breaking point.

When she returned to work and heard someone refer to her life-saving medical leave as a “vacation,” the corporate mask fell.

Instead of doubling down, she redesigned her life.

Today, Lauren lives on six acres of land where she is building the Academy of Agriculture & Technology — a micro-nature school rooted in survival skills, intentional technology, and raising sovereign kids. She runs The Farmacy CHS (because food is medicine), manages over 80 birds producing rainbow eggs, and is creating a life she calls 97% her dream.

In this episode, we talk about:

• Surviving cancer while working in tech
• The moment corporate culture revealed itself
• Why “power is only perceived”
• Getting laid off during the Silicon Valley Bank collapse
• Measuring soil, not metric
• Health as wealth
• Protecting your bandwidth
• And what it means to “do it scared”

This conversation isn’t about quitting. It’s about reclaiming.

🌱 Follow Lauren’s Work

Lauren is building a life rooted in soil, sovereignty, and survival skills.

Learn more about:

🌾 The Farmacy CHS ⁠https://thefarmacychs.com/⁠

🏫 The Southeastern Academy ⁠https://thesoutheasternacademy.com/⁠

📘 Type A Guide to Cancer ⁠https://amzn.to/40omWxt⁠

📘 Type A Guide to Survivorship ⁠https://amzn.to/4kOMcq4⁠

She was an Emmy-winning producer at the pinnacle of her industry. Then, she lost it all and found something better.

Lisa Weiss spent nearly two decades mastering the art of storytelling on some of television’s biggest stages—from the chaotic energy of The Jenny Jones Show to the spiritual depth of Oprah’s Super Soul Sunday. But when a sudden layoff coincided with a high-risk pregnancy, Lisa was forced to reimagine her life without the safety net of a corporate identity.

In this episode of 101 Ways Out, Lisa joins Vanessa to discuss the messy, non-linear path from "dream job" employee to reluctant entrepreneur. She opens up about the trap of listening to the wrong advice (and building a tech company she hated), the liberation of performing a puppet show about mansplaining, and how she and her husband use a "10-Year Family Vision" to design a life of intention.

In this episode, we cover:

• The Reality of "Trash TV": What she learned working on The Jenny Jones Show versus Oprah.
• The Crisis: Navigating a layoff while pregnant and the fear of being "unhireable."
• The False Start: Why she spent months building a "scalable" MVP she didn't care about—and how she corrected course.
• Creative Courage: How a 7-minute puppet show unlocked her business confidence.

Connect with Lisa:

• Website: ⁠StoryBeatStudio.com⁠
• Project: ⁠ObjectDiaries.com⁠
• LinkedIn: ⁠Lisa Weiss⁠

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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy.

🔗 Learn more: ⁠https://101WaysOut.com⁠

On paper, Taylor Surdyke had it all: the husband, the suburban house, and a rising career in logistics management. But deep down, she knew something was wrong. In this episode, Taylor shares the defining moment she realized that "safety" wasn't a good enough reason to stay—first in her marriage, and then in her career.

We discuss her spiritual awakening, how she negotiated an 8-month exit strategy from her corporate job, and why she is selling it all to live in a camper van in Appalachia. Taylor proves that if you can walk away from a marriage that is "fine" but not "right," you can certainly walk away from a job that is just a paycheck.

Taylor breaks down how she recognized the "karmic patterns" that were keeping her stuck and the specific moment she decided to trade her 9-to-5 for life on the road. We talk about the terrifying freedom of the unknown, how to spot the signals that your life is out of alignment, and her number one piece of advice for anyone waiting for the perfect time to pivot: "Do it scared."

Follow Taylor:

https://www.instagram.com/tay_dointhings/

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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy. Through intimate conversations with founders, creatives, coaches, executives, and explorers, host Vanessa Jupe uncovers the moments that changed everything: burnout, clarity, fear, courage, and the decision to choose a different path. These are not overnight success stories. They are real conversations about identity, autonomy, money, fear, creativity, and what it actually takes to build a life that lights you up. 

🎧 New episodes weekly 

🌱 Part of the 101 Ways Out transformation platform 

🔗 Learn more: ⁠https://101WaysOut.com⁠

📷 ⁠Instagram⁠

💼 ⁠LinkedIn⁠

🎥 ⁠YouTube⁠

Interested in learning how to manifest a layoff and start a creative career? You're in the right place.

Ken Stanek spent 20 years in corporate design jobs that sucked the soul out of him. From DIRECTV to pharmaceutical ad agencies, he felt like he was wearing a mask every day. So, he decided to stop pretending. He quietly built his portfolio, "manifested a layoff," and used his severance to jump into a full-time art career.

In this episode, Ken shares his refreshingly honest business strategy: "F*ck around and find out" in the best of ways.

We discuss why you don’t need a master plan; you just need the willingness to throw pasta at the wall and see what sticks. From painting pet portraits in a Slack channel to landing massive mural commissions, Ken reveals the messy, terrifying, and exhilarating reality of working for yourself. In this episode, you will learn:

• The "Body Check": How Ken knew watercolor was his medium (and corporate wasn't) based on physical reaction.

• The Exit Strategy: How to use a corporate job as a runway to build your safety net.

• The Financial Reality: The truth about self-employment taxes, fluctuating income, and the "exhilaration vs. terror" ratio.

• The "Maus" Story: How a stint as a NYC bike messenger led to his most prized possession.

Resources:

• Follow Ken: ⁠@StudioNumberNine⁠

• Check out his work: ⁠www.studionumbernine.net⁠

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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy.Through intimate conversations with founders, creatives, coaches, executives, and explorers, host Vanessa Jupe uncovers the moments that changed everything: burnout, clarity, fear, courage, and the decision to choose a different path.These are not overnight success stories. They are real conversations about identity, autonomy, money, fear, creativity, and what it actually takes to build a life that lights you up.

🎧 New episodes weekly

🔗 Learn more: ⁠https://101WaysOut.com⁠

Most of us are taught that strength means pushing through, never complaining, and achieving at all costs. But what happens when that definition of "success" nearly kills you?

In this episode, we sit down with Dr. Risa Stein, a clinical psychologist turned tech founder, who spent 25 years in academia checking every box—PhD, tenure, marriage, house—until a near-death health crisis forced her to stop.

We discuss how she went from “suffocating” in a tenure-track career to launching a digital health startup, SeeInMe, in her 50s. If you feel successful on paper but stuck in real life, this conversation is the permission slip you’ve been waiting for.

👇 IN THIS EPISODE WE COVER:
➡️ The danger of the "high-achiever" coping strategy
➡️ The medical emergency that changed her life instantly
➡️ How to pivot when you are terrified of losing your identity
➡️ The exact email subject line she used to ask for help (“Help. I’m suffocating.”)
➡️ Why she traded the safety of academia for the chaos of startup life
➡️ How to build a life that feels as good as it looks

🔗 MENTIONED IN THIS EPISODE:
SeeInMe: https://seeinme.com/
The Best Damn Life Workbook: https://www.amazon.com/Best-Damn-Life-Workbook-Personally/dp/0985677937
Connect with Dr. Risa Stein: https://www.linkedin.com/in/risa-stein123/


TIMESTAMPS:
00:00 - Introduction
09:53 - The making of a high achiever
16:36 - The near-death wake-up call
29:38 - Overcoming the fear of leaving academia
35:14 - Redefining success & happiness
40:05 - The "Help, I'm suffocating" email

#CareerChange #Burnout #Psychology #Entrepreneurship #101WaysOut #RisaStein #MentalHealth #MidlifePivot
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101 Ways Out explores how thoughtful, capable people step away from inherited definitions of success and begin designing lives rooted in freedom, meaning, and joy.

Through intimate conversations with founders, creatives, coaches, executives, and explorers, host Vanessa Jupe uncovers the moments that changed everything: burnout, clarity, fear, courage, and the decision to choose a different path.

These are not overnight success stories. They are real conversations about identity, autonomy, money, fear, creativity, and what it actually takes to build a life that lights you up.

🎧 New episodes weekly
🌱 Part of the 101 Ways Out transformation platform

🔗 Learn more: https://101WaysOut.com
📷 Instagram: https://instagram.com/101waysout
💼 LinkedIn: https://www.linkedin.com/company/101waysout/