Hello, I'm Jason

Hospitality is built on trust.

For more than thirty years, I've worked with homeowners, hotels, and hospitality businesses that believe exceptional experiences don't happen by accident. They happen because people care.

When the work is right, a stay becomes a memory someone keeps, a house becomes a business its owner is proud of, and a team starts caring for a place like it's their own.

That's the kind of hospitality I've spent my career building.

Jason Schlosser
Where it began

It started with my grandfather.

I was thirteen when he changed the direction of my life, though neither of us knew it at the time. He was an inventor and an entrepreneur who had studied hotel management, and he had a conviction he wanted to pass on: hospitality was one of the last trades where you could build something real simply by taking extraordinary care of people.

One conversation was all it took. More than thirty years later, I'm still chasing the idea he handed me that afternoon.

These days I live in Boothbay Harbor, Maine, with my wife and our two kids. A lot has changed since I was thirteen. That one idea hasn't, and it still sits quietly behind almost every decision I make.

Jason and his wife Brigitte
Home, in Maine, with Brigitte.
What I believe

A few things I've stopped questioning.

Hospitality is personal.The moment it starts to feel like a transaction, something's already been lost.
Trust is earned in small moments.A promise kept. An honest answer. A problem fixed before anyone had to notice.
People remember how you made them feel.Long after they've forgotten everything else about the stay.
Take care of your people first.They're the ones who take care of everyone else. It's not complicated.
Service and growth aren't a trade-off.The places that care the most tend to be the ones that last the longest.
Relationships outlast transactions.Every deal, team, and great stay starts the same way: someone chose to trust someone.
How I help

The work I enjoy most.

Creating places people remember.

The most memorable stays aren't created by bigger budgets or grand gestures. They're built through hundreds of thoughtful decisions that make people feel genuinely welcomed, cared for, and eager to return.

Whether it's a vacation home, an inn, or a hotel, I help create experiences that guests remember long after they've checked out.

Building businesses that grow with purpose.

The strongest hospitality businesses aren't built by chasing trends. They're built by understanding what matters most to guests, empowering great teams, and making thoughtful decisions that stand the test of time.

Growth is important. Building something worth growing is even more important.

Helping teams take pride in their work.

The best guest experiences begin long before someone arrives. They begin with people who feel trusted, supported, and connected to the work they're doing.

I enjoy helping leaders build teams where ownership, pride, and genuine care become part of the culture, not just the job description.

Thirty years in

What the years actually taught me.

The little things are the big things. Almost every time.
You can't fake caring. Guests can always tell.
The best leaders grow other leaders, then get out of the way.
Revenue follows trust. Rarely the other way around.

The résumé is real: thirty years from the front desk of a Maine inn to leading regional sales for a national vacation rental company through its IPO, running award-winning boutique inns, and advising owners and operators today through Ohana Vacations. But the years matter a lot less to me than what they taught me.

"He is ethical, compassionate, and trustworthy, always known as a top performer. He cared about his clients, his team, and the company, and it showed in everything he did."

Yael Livneh · Senior colleague at Vacasa
Off the clock

What makes me better at this.

The best hospitality people I know are shaped as much by their life as their work. Three things that quietly make me better at mine.

Jason with his family

Faith & family

Everything I know about caring for people, I learned first at home, with Brigitte, our kids, and my son Jaidan now serving in the Marines. Hospitality starts long before anyone becomes a guest.

Jason serving with schoolchildren in Uganda

Service in Uganda

Serving in Uganda stripped this work down to its core: welcome someone, and make them feel they matter. I've never seen it more clearly, and I carry it into every room since.

Jason and his daughter Ava

The long run

Four marathon majors, thanks to my daughter Ava. You can't fake 26.2 miles. It taught me what showing up and trusting the work really means, and that's exactly the job in hospitality too.

Let's talk

Every place has a story.

Every business is different, and every owner wants something a little different out of theirs. I'd genuinely love to hear yours, whether you're ready to make a change or just want a second set of eyes on it. No pitch. Just a good conversation, and maybe a useful perspective.

Based in Boothbay Harbor, Maine. Happy to talk by phone, video, or over coffee if you're nearby.