Chris Conabee’s résumé makes almost no sense until you hear him tell the story.

He grew up in Newark, landed at Brighton High School with a Jersey accent, went back east to work on Wall Street, earned his MBA at Columbia, left it all to care for his mom, came back west, worked Sundance, guided the Grand Canyon and eventually found his way into development and building in Utah.

Chris describes life as a tree: you eventually end up on a leaf you never could have picked from the ground, but when you trace every branch back, somehow the path makes sense.

But what really stood out in this conversation was how often people showed up at exactly the right time. Friends, coworkers and mentors kept grabbing Chris by the elbow and pointing him toward whatever came next.

We talk about old friends who knew you before the résumé, losing his mom, fear of failure, building things, Utah culture, the legislature, housing, raising kids and why—despite the traffic, growth and changes—Chris still thinks this is a pretty remarkable place to call home.

We didn't get through half of what we wanted to ask him. Which is probably the sign of a good conversation.

What happens when your life never really follows the plan?

Charlie Johnson moved to Park City for his senior year of high school after growing up around Pittsburgh, and almost immediately found something here that would shape the rest of his life: community.

From Park City to Montana, New York City, rural courtrooms, San Francisco and the renewable energy industry, Charlie’s path has been anything but linear. Along the way he studied history, worked on hip-hop music videos, went to law school, clerked for a judge in rural Montana, found his way into large-scale renewable energy real estate, and kept returning to the relationships and places that helped make him who he is.

Now, at 50, Charlie is in another completely new chapter: fatherhood.

Charlie joins Max and Lauren for a conversation about moving, reinventing yourself, the strange freedom of starting somewhere new, career paths that make sense only in hindsight, becoming a parent later in life, aging parents, family, friendship and why community becomes increasingly important as we get older.

It’s a conversation about transition—but maybe even more about what stays with us through all of it.

Jennifer Wesselhoff has spent much of her career thinking about what makes a place worth visiting. But this conversation became much more about what makes a place worth calling home.

Jennifer is the President and CEO of the Park City Chamber & Visitors Bureau, after spending two decades with the Chamber in Sedona, Arizona. Her path to Park City, though, is anything but a straight line.

She grew up the youngest of five in Cleveland, became the first in her family to attend college, lived and worked overseas, traveled the world, fell in love in Switzerland, landed almost accidentally in Sedona, and eventually took a chance on Park City in the middle of COVID.

Along the way, Jennifer also experienced profound loss. She talks openly about how those experiences shaped her perspective, her drive to serve, and her desire to leave something meaningful behind.

We get into tourism, the Olympics, the future of Park City, and the challenge of protecting a place people increasingly want to experience. But the heart of this conversation is something simpler: people make places.

Jennifer helped give Park City a word for something many of us have felt for years: Mountainkind.

And after hearing her story, it makes a lot more sense where that idea came from.

Some people stumble into the life they have.

Others choose it—again and again.

Steve Angerosa first came to Park City for the 2002 Winter Olympics, thinking it would be a temporary stop. More than two decades later, after moving away four different times, he keeps finding his way back.

We talk about growing up in New York, his Italian immigrant grandparents, why a simple shoeshine kit means so much to him, working the Salt Lake Olympics, building a career inside the ski industry, and why certain places become part of who we are.

It's a conversation about family, memory, intentional choices, and the surprising ways our past quietly shapes our future.

Most people think success is about climbing.

Todd Coleman chose to dig.

He grew up in Park City, left to explore the world, discovered outdoor education, spent years helping teenagers change their lives, learned farming in New England, and eventually came home to grow food on the same property where he grew up.

That isn't just a career.

It's a life built with intention.

One of my favorite parts of this conversation wasn't the history of Park City—it was the reminder that communities don't stay special by accident.

They stay special because people choose to invest their lives in them.

This episode is about purpose, community, legacy, and finding work that feels meaningful.

I think you'll enjoy this one.

#SkiInSellOut #ParkCity #Community #Leadership #Purpose #RealEstate #MountainTown #ParkCityUtah

Katie Wilking grew up in Park City, left for college and Washington D.C., then found herself coming home.

In this episode we talk about old Main Street, Park City's early days, Mileti's, skiing as kids, commercial real estate, entrepreneurship, community, and why the people—not just the mountains—keep drawing us back.

It's a conversation about growing up, leaving, returning, and appreciating a place differently with each chapter of life.

Jonathan Crosswhite has lived several lives.

The son of an NBA player, Jonathan grew up moving from city to city before finding his way to Division I football at the University of Utah and eventually the Arizona Cardinals.

In this episode, we talk about sports, ADHD, parenting, pressure, sales, real estate, and what happens when your childhood dream becomes your job.

We also dive into why some athletes thrive under pressure, how great salespeople build trust, and why Jonathan's ultimate retirement plan has nothing to do with luxury homes and everything to do with coaching kids and driving a school bus.

This one goes deeper than football.

Bekah Stevens came to Park City thinking she’d stay for one winter.

Twenty-three years later, she’s transitioning into ownership of Park City Powder Cats — one of the most unique independent ski operations in the country.

In this episode of Ski In Sell Out, we talk about:

• growing up in rural Vermont
• moving west after college
• seasonal jobs and ski town survival
• why so many people stayed in Park City
• how mountain towns have changed
• the reality of raising a family on the Wasatch Back
• entrepreneurship, burnout, gratitude, and community
• what it actually takes to build a meaningful life here

This one isn’t really about skiing.

It’s about choosing a life — and sticking with it long enough for it to become your own.

If you’ve ever wondered whether it’s still possible to build a future in a mountain town, this conversation is for you.

#SkiInSellOut #ParkCity #PowderCats #MountainTown #ParkCityUtah #UtahRealEstate #SkiCulture #Entrepreneurship #WasatchBack #OutdoorLifestyle

This week on Ski In Sell Out, we sit down with Ally Dickie — entrepreneur, HOA operator, former consultant, mother, community builder, and unofficial therapist for modern neighborhood dysfunction.

What starts as a conversation about Florida roots, consulting careers, and moving to Park City “for one winter” turns into something much deeper about identity, parenting, leadership, emotional weight, and building a life that actually feels good.

We talk about:

• Leaving corporate consulting behind
• Starting and growing Model HOA
• Motherhood vs. entrepreneurship
• Why the real politics happen in HOAs
• Park City community culture
• Raising kids in a small town
• Feeling the weight of leadership
• QuickBooks as emotional support
• AskKaren.com
• And the tiny deck that made them stay in Park City

Funny, honest, thoughtful, and extremely Park City.

Eric Wiener’s story feels almost made up — except it’s real.

Born in the Bronx, raised between cultures, working in the New York music industry during the rise of artists like Jay-Z and Britney Spears, Eric eventually left it all behind after 9/11 to become a Marine Corps Harrier pilot.

In this episode we talk about:

• Growing up in New York and finding community block by block
• Identity, adoption, and cultural belonging
• The reality of the music business and hustling in NYC
• Working at Roc-A-Fella and Jive Records
• Why 9/11 changed the course of his life
• Becoming a Marine pilot and flying Harriers
• Iraq, Afghanistan, and life on aircraft carriers
• The hidden stories and people that make Park City unique
• Why mountain towns and diverse communities have more in common than people think

This one goes deep into identity, ambition, loyalty, reinvention, and the strange roads that eventually lead people to Park City.