Overwhelmed by life? Alison Stewart gets it—and she’s building a startup to help fix it.

In Part Two, the Overalls COO shares how her team is rethinking employee benefits by offering something surprisingly human: life support, literally. Whether it’s booking a plumber, navigating eldercare, or finding summer camps before the January rush, Overalls acts as a concierge for the chaos of modern life.

Alison also opens up about what it really takes to scale an idea from zero—while trusting yourself to write the policies, run the ops, and still answer the phones. Spoiler: she’s done it all. If you’ve ever dreamed of building something meaningful from scratch, this is your operations masterclass.

Key Highlights of Our Interview:

What Overalls Actually Does (Hint: It’s Not Laundry)

“We’re your life concierge—handling everything from vetting plumbers to eldercare planning. Our job is to give your time and sanity back.”

The Startup Test: From Strategy to Scheduling Cleaners

“Two weeks in, I was calling Colorado well inspectors, pitching insurance partners, and writing job descriptions. All in one day. That’s startup life.”

Why a Stay-at-Home Mom Might Be Your Next Concierge

“We tapped into an overlooked talent pool—retirees, caregivers, underemployed parents—and gave them flexible, meaningful work. It’s a win-win.”

HR Is Finally Getting Thank-You Notes

“Employers tell us: this is the first time employees are actively thanking HR for a benefit. That’s unheard of.”

The Burnout Solution That Isn’t Therapy

“Burnout isn’t always solved by meditation apps. Sometimes, it’s about having someone book that MRI or call the insurance company for you.”

Confidence as a Startup Operator: Earning It Day by Day

“Do I know how to write an HR policy? Not at first. But I figured it out. In a startup, everything’s your job.”

Why Big Company Life Doesn’t Prepare You for This

“In corporate, you focus on one slice. In startup life, you are the pie. You handle everything, whether or not you’ve done it before.”

From Lean to Leveraged: Hiring with Intention

“Writing job descriptions meant I could finally hire someone to take something off my plate. But no one else was going to write them.”

Mindset > Metrics (At Least in the Beginning)

“Don’t just optimize for titles or compensation. Start with: What am I actually excited to build? What problem do I care enough to solve?”

Advice for Fellow Change Progressives

“Talk to people. Write it down. Be honest about what lights you up—and patient with the timeline. Growth is a slow burn. Trust it.”

____________________

Connect with us:
Host: Vince Chan | Guests: Alison Stewart

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

Not all career changes are dramatic. Some are deeply deliberate—and a little serendipitous.

In Part One, Alison Stewart, COO of Overalls, walks us through her transition from 10+ years in the financial sector to co-founding a startup she discovered on LinkedIn. With two kids at home and a stable job in a Fortune 100 company, Alison didn’t jump recklessly. Instead, she asked the hard questions: Am I fulfilled? What do I want next? And how much risk am I really willing to take?

This episode unpacks what happens when you combine career intuition with operational precision—and how a well-timed DM can change everything.

Key Highlights of Our Interview:

From Corporate Climb to Personal Wake-Up Call

“Time started blending together during the pandemic. I had to ask: Am I actually happy? Or just coasting in a cycle of constant resets?”

The Treadmill of Big Company Life

“With every leadership change, we took ten steps back before we moved one forward. I was learning—but I wasn’t growing.”

Childhood Moves, Adult Adaptability

“Moving five times by age 14 taught me to see change as an opportunity. That mindset still guides me today.”

The Pregnancy + Merger Combo

“Just weeks before giving birth to my second child, my business unit was sold. The uncertainty could’ve been paralyzing—but I chose to treat it as a new beginning.”

Risk—But Not Reckless: Mapping a Smarter Pivot

“I didn’t quit cold. I asked: What am I good at? What fulfills me? What can my family support? I gave myself permission to explore—and permission to say no.”

The Non-Obvious Job Search Strategy

“Instead of applying for jobs I knew I could do, I reverse-engineered what I wanted: values, pace, purpose. I wasn’t chasing a title—I was chasing a fit.”

The Moment Overalls Popped Off the Screen

“When I read about Overalls, something clicked. I didn’t even know if they were hiring. I just knew I had to reach out.”

Why LinkedIn Isn’t Just Noise

“It wasn’t a random scroll. I used LinkedIn intentionally—to research, reflect, and eventually connect. That DM changed everything.”

Communicating Across Industries

“Moving out of insurance meant translating my skill set. I had to show how what I did mapped onto what I wanted to do.”

Community + Clarity = Career Confidence

“A networking group of MBA alumni helped me spot my own excitement. They said, ‘This one lights you up. Go for it.’ That feedback made all the difference.”

____________________

Connect with us:
Host: Vince Chan | Guests: Alison Stewart

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

Most people retire after one successful business. Ral West kept building.

In this episode, Ral shares how she co-ran a charter airline between Alaska and Hawaii for 25 years—eventually selling it to Alaska Airlines—and then launched into her next chapters: owning cruise ships, investing in real estate syndications, and helping other entrepreneurs find sustainability without burnout.

From navigating gender bias in a family business to designing automated booking systems and letting go of control through delegation, Ral’s story is a masterclass in evolving through every season of life. Whether you’re in the startup grind, planning an exit, or rethinking what “retirement” means—her story will get you dreaming smarter and bolder.

Key Highlights of Our Interview:

The 25-Year Flight Plan: From Tourism to Aviation

“I started in Alaska tourism. My husband was in real estate. Together, we launched a charter service to Hawaii—and turned it into a full airline.”

Selling to Alaska Airlines: A Strategic Exit

“We knew they were entering the Hawaii market. Instead of competing, we showed them why buying us was smarter.”

When Cruise Ships Became the Next Chapter

“We bought five small cruise ships out of bankruptcy, redesigned the Alaskan travel experience—and then pivoted again after COVID shut everything down.”

Why Real Estate Was the Right Post-COVID Play

“We own part of over 6,000 apartment units in five states. Why? Because homeownership is becoming harder, and rental demand is rising.”

From Exhaustion to Empowerment: Lessons from the Middle Years

“Between 35 and 55, I was stretched thin—business, babies, burnout. I had to build systems and teams to stay afloat.”

The Real ROI of Delegation

“Delegation isn’t about giving things away—it’s about building trust and giving others space to shine.”

Turning Intuition into Systems

“I realized I made ad-spend decisions based on 3-day sales trends. Once I named it, I turned it into a repeatable formula my team could follow.”

Reservation System Reinvention

“We invested two years into building an online booking system that ran 24/7—freeing us from the phones and doubling our revenue.”

Not Your Typical Retirement Plan

“I could’ve retired 16 years ago. I didn’t. I love working. My retirement plan is doing what I want, when I want, with the systems to support it.”

Advice for Entrepreneurs at Any Age

“Be bold. Stay curious. Watch the world. And don’t let age—or fear—be the thing that keeps you small.”

______________________

Connect with us:
Host: Vince Chan | Guest: Ral West

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

Comebacks rarely happen all at once. They’re built in small moments, with slow wins.

In Part Two, Athena Brownson opens up about what it really takes to rebuild when chronic illness becomes your new normal. She walks us through her mindset rituals, the power of written affirmation, and how she finally learned the one thing no athlete ever wants to admit: she couldn’t do it alone.

From retraining her brain to let go of pain patterns, to redefining leadership through delegation, Athena shares a playbook for resilience that’s part spiritual, part practical, and 100% earned.

Whether you’re healing from illness, burnout, or just life’s curveballs—this is your reminder that growth is still possible, even in survival mode.

Key Highlights of Our Interview:

Training Her Brain to Stop Listening to Pain

“Our brains get stuck in pain patterns. I use breathwork, affirmations, and routines to teach mine a new message: You’re safe. You’re healing.”

Why Routines Became Her Lifeline

“Every day starts with journaling, breathwork, affirmations. I write: I am healthy. I am healing. My body is getting stronger. I speak it until I believe it.”

Delegation as a Leadership Superpower

“Being sick taught me what being a leader really means—letting go. Delegation isn’t giving up control; it’s giving others a chance to thrive.”

How Chronic Illness Redefined Her Business Model

“I couldn’t keep doing it all. So I built a team that could run without me on bad days—and succeed with me on the good ones.”

Your Tribe Is Everything

“After ten years, I finally found people who want me well. Who care more about my health than a commission. They’re my family now.”

The Mental Game of Chronic Recovery

“You don’t need to fix it all today. Start with one percent better. That’s how I got out of survival mode.”

Accountability on Paper

“I print out my must-do list and check it off every day. If I don’t write it down, it doesn’t happen. It’s how I stay in motion.”

Pen, Paper, and Confidence

“Writing makes the healing real. Every word reinforces a new belief system—one I can see and hold.”

Jodie Foster, Masterclass, and the Simplicity of Creation

“All you need is pen, paper, and confidence. That line hit me. You don’t need a perfect plan. You just need to start.”

Her Message to Anyone Struggling

“It’s okay to acknowledge pain. Just don’t stay stuck in it. Tiny steps add up. Your healing doesn’t need to be loud—it just needs to begin.”

______________________

Connect with us:
Host: Vince Chan | Guest: Athena Brownson

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

At 25, Athena Brownson was a rising star in real estate with a pro skiing past and unstoppable energy. Then came Lyme disease—a diagnosis that would upend her health, identity, and entire way of life.

In Part One, Athena shares the unfiltered truth of what it means to live with a chronic, invisible illness for nearly a decade. From neck surgery to plasma transfusions, she walks us through the daily battles, emotional toll, and quiet strength it takes to show up—even when she doesn’t want to.

This episode is a reminder that resilience isn’t loud or pretty—it’s built moment by moment, one breath at a time.

Key Highlights of Our Interview:

From Pro Skier to Top Agent: The Unexpected Pivot

“I never thought I’d end up in real estate. But once I did, it clicked—relationships, homes, design. It all came together.”

At the Peak—and Then Everything Changed

“Three years in, I was at the top of my game. Then came the diagnosis: Lyme disease. My body started falling apart.”

What Lyme Disease Actually Does (And Why It’s Hard to Diagnose)

“Lyme attacks your body where you’re genetically weakest. For me, that meant chronic nerve pain and multiple autoimmune issues.”

From Athlete to Patient: Learning to Survive in a New Body

“I don’t remember what it’s like to feel okay. Every day, I wake up in pain. That’s been my life for almost eight years.”

Plasma Transfusions and Mental Fog: A Day in the Life

“I get plasma removed and replaced four days a month. My life revolves around staying alive and staying upright.”

Invisible Illness, Visible Impact

“People don’t see it—but that doesn’t mean it’s not real. Lyme is the fastest-growing epidemic in the U.S.”

Toolkit Mentality: How Music, Coffee, and Podcasts Keep Her Going

“I don’t always want to get up. But music, good coffee, a favorite podcast—those little rituals make it possible.”

Why You Must Be Your Own Advocate

“With Lyme, you have to fight for your care. You have to find the right doctors, the right support, the right rhythm.”

Grit Over Glamour: Lessons from the Ski Slopes

“Skiing taught me everything—discipline, failure, grit. That training saved me when life got really hard.”

The Power of Mental Focus When the Body Fails

“It’s not just physical. The mental part—the decision to keep going—is what gets me through every single day.”

______________________

Connect with us:
Host: Vince Chan | Guest: Athena Brownson

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

What do janitors, jazz musicians, and neuroscientists have in common? According to Dr. Nicole F. Roberts, everything.

In Part Two, the Doctor of Public Health and co-author of Generosity WINS unpacks how she and Monty Wood turned a business book into a narrative experiment—part fiction, part real-world leadership case study. She shares how they chose a fictional hotel manager named Emily to guide readers through generosity’s ripple effects, and how each chapter’s QR code links to a real leader with real lessons.

We also explore her annual Brain Health Summit, hosted during Super Bowl weekend with NFL stars, neuroscientists, and 5,000 guests. It’s science, story, and social impact—all rolled into one unforgettable conversation.

Key Highlights of Our Interview:

Why No One Buys Healthcare Books—But Everyone Needs This One

“People won’t read about systems. They’ll read about people. So we built a fictional character, Emily, to carry real wisdom forward.”

Inside the Writing Process: Spreadsheets, Stickies, and Storytelling

“We tracked every theme. We mapped each arc. It was my dissertation mind meets Monty’s business brain—and it worked.”

Real Leaders, Fictional World: How Emily’s Journey Became Everyone’s

“Each person Emily interviews is real. Every QR code leads to their profile. We didn’t make this stuff up—we brought it to life.”

Redefining Generosity: It’s Not About Giving Money

“Generosity is any act of kindness or support, given without expectation of return. If you expect something back, it’s just a transaction.”

The Ripple Effect Is Real—And Unmeasurable

“You can’t plug karma into a spreadsheet. But trust, reputation, and relationships? They’ll open doors years later.”

A Thank-You Changed Everything

“One reader started thanking hospital staff daily. It brought him—and others—to tears. That’s the ROI no one talks about.”

Why They Made Emily a Woman—and Placed Her in Hospitality

“Hospitality is about anticipating needs. It’s the perfect metaphor for generosity. Emily’s age and role made her ready to learn, not perfect.”

Can Generosity Be Taught? Yes—With Grief and Grace

“We found our answers in boys’ schools and in people who’d lost everything. Generosity grows when modeled—and when it’s all you have left.”

Brain Summit at the Super Bowl? Yes, Really.

“5,000 guests, jazz museums, NFL players, and neuroscientists. Every year, we throw a party with a purpose.”

Next Year: San Francisco, Brain Health, and the Environment

“Mark your calendar: Super Bowl weekend in SF. Brain Summit’s next theme? The intersection of neuroscience and nature.”

_________________________

Connect with us:
Host: Vince Chan | Guest: Dr. Nicole F. Roberts

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

What happens when your five-year plan falls apart—and you start to like it that way?

In Part One, Nicole F. Roberts—Doctor of Public Health, human rights founder, and co-author of Generosity WINS—shares the real story behind her very unpolished path. From flunking chemistry and walking away from med school dreams to launching a human rights firm mid-dissertation, Nicole proves that success isn’t always strategic—it’s responsive, human, and messy in the best way.

We explore how her neuroscience roots shaped her curiosity, why she walked away from Washington policy to chase impact, and what changed when she started listening more to real people than political agendas. This episode is for anyone who’s ever hit pause—and realized the reroute was actually the destination.

Key Highlights of Our Interview:

When the Neurosurgeon Dream Crashed—and Something Better Emerged

“I realized I was terrible at chemistry… and didn’t want to spend life writing prescriptions.”

How Policy Lost Her—and Public Health Found Her

“Policy’s great—until politics gets involved. I needed to see real change, not just write about it.”

A Six-Month Pause That Turned Into Six Years (and a Human Rights Firm)

“My dissertation chair died. I got divorced. So I started a human rights firm. As one does.”

The Problem with Think Tanks (and the Need to Do, Not Just Think)

“I could write papers forever—but what if no one ever acts on them?”

When Real Life Rewrote the Dissertation

“Those six years gave me a new lens. I rewrote everything—from the topic to the way I thought.”

Her Final Research Topic: Why Neuroscience Can’t Scale Without Generosity

“It turns out collaboration doesn’t come easy in science. Ownership often trumps impact.”

Why Her Dissertation Still Sits on a Shelf

“It was supposed to be my first book. I haven’t opened it in years. I just burned out.”

Co-Authoring Generosity WINS: When a Business Book Becomes a Neuroscience Playbook

“Monty had this premise: success follows giving. I knew the science could back it up—we just had to find the story.”

A Business Fable, a Fictional Heroine, and Real-Life Interviews

“Every chapter has a QR code that takes you to a real leader’s profile. Fictional story, real lessons.”

Why Kindness Is Strategic, Not Soft

“You can’t show the ROI of karma—but the people who give are the ones who last.”

_________________________

Connect with us:
Host: Vince Chan | Guest: Dr. Nicole F. Roberts

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<

What does generosity look like in a divided, distracted world?

In Part Two, Monte Wood—former CEO of Opus Agency and author of Generosity Wins—dives deeper into how generosity gets lost in the noise of modern life and what it takes to reclaim it. From quiet reflections on Steve Jobs’ legacy to a chance encounter with Elon Musk in a hotel hot tub, Monte shares how generosity can take many forms—and why practicing it daily is the ultimate leadership move.

He also unpacks the forces working against generosity: media polarization, digital disconnection, and our culture of performative success. But with optimism, awareness, and a bit of handwritten gratitude, Monte believes we can rewire how we relate to ourselves—and each other.

Key Highlights of Our Interview:

What Generosity Isn’t: Learning from the Hard Edges

“Steve Jobs wasn’t always kind—but his mission was generous. He wanted everyone to access technology. That matters.”

The Hidden Generosity of Power Players

“Elon Musk sat in a hot tub and talked German cinema with strangers. That moment of presence? Pure generosity.”

Why Greed and Media Noise Make Generosity Harder

“Our media doesn’t report anymore—it polarizes. It’s designed to divide us, not connect us. That’s why generosity is revolutionary.”

Connectivity ≠ Connection

“Texting someone in the same room isn’t connection. Real generosity requires presence—not just Wi-Fi.”

A 600-Day Habit That Changed His Life

“For nearly two years, Monte has written down one act of generosity and one moment of appreciation. Every. Single. Day.”

How to Start Your Own Generosity Practice

“It doesn’t have to be dramatic. A smile. A name remembered. A moment of full attention. That’s the starting line.”

The ROI of Generosity Isn’t in Metrics—It’s in Meaning

“You won’t find it in a spreadsheet. But the return? Real connection. Better leadership. More joy.”

Be Generous With Yourself, Too

“Monte exercises daily. Not for performance—for self-gift. Being generous starts with how you treat your own body and mind.”

Hope Isn’t Naive—It’s a Form of Generosity

“Monte calls himself ‘appropriately optimistic.’ His optimism is calibrated—not blind. It’s a gift he gives carefully to others.”

Why He Still Believes in a More Generous World

“We can’t control the noise—but we can choose how we show up. And small, consistent acts of generosity still move the world.”

_____________________

Connect with us:
Host: Vince Chan | Guests: Monte Wood

--Chief Change Officer--
Change Ambitiously. Outgrow Yourself.

Open a World of Expansive Human Intelligence
for Transformation Gurus, Black Sheep,
Unsung Visionaries & Bold Hearts.

EdTech Leadership Awards 2025 Finalist.
17 Million+ All-Time Downloads.
80+ Countries Reached Daily.
Global Top 1.5% Podcast.
Top 10 US Business.
Top 1 US Careers.

>>>160,000+ are outgrowing. Act Today.<<<