Get Uncomfy

Welcome! I’m Shannon, the founder of Get Uncomfy.

I wanted to start by sharing my old corporate headshot (left) which was taken in 2017. I’ve received a lot of compliments on this photo over the years – “You look fierce…” “You look like a corporate badass…” “You look powerful…” However, when I really look at this photo, I see a 30-year-old woman who is exhausted and stressed.

I spent 12 years as a chief of staff, project manager, and organizer of chaos in financial services, and although there were many special moments like meeting colleagues who turned into best friends, traveling to India back and forth for an entire year, and many epic presentations followed by lots of beers and pats on the back, I knew I was lacking passion for the industry.

I quit my job, and the 6 weeks that followed were a whirlwind. My now husband, Matthew, and I moved out of the special home we had created in NYC, packed most of our belongings in storage, hosted an intimate celebration of our marriage, and embarked on a 4-month exploration of the world.

12 countries, 40 cities, 27 flights, 2 motorcycle trips, 1 skydiving experience, and countless bowls of noodle soup later, we returned to New York in serious need of sleep but with new connections and a deeper understanding of the world.

As I adjusted to being “home” and had time to reflect on our action-packed adventure, I came to terms with something I had known deep down for a while – I was ready for a change.

Taking time off to travel was not a rash decision. Matthew and I had discussed this idea for years, not just because it sounded fun but because we thought it would be a great way to pause and gain perspective. I felt like I was living on autopilot for far too long – everything was “good enough,” but I couldn’t shake the feeling that I was watching life pass by, without actively choosing how to spend my time.

Time away helped me clarify and articulate the things I care about and the direction I’d like to take for the first time since I decided to deviate from my childhood dream of becoming a doctor in my early 20s.

It’s quite simple – I genuinely care about connecting with people, finding commonality, and helping others do the same. I think it’s important to give those who are different from us a chance, even though it’s more comfortable to surround ourselves with people who share our views and backgrounds. My parents taught my sisters and me to be welcoming to all, but it took 4 months of meeting new people daily, being vulnerable, and embracing differences to realize that I could create a company with this mission at its core.

And thus, Get Uncomfy was born.

The world is more connected than ever, yet we’re more disconnected from each other than we’ve ever been.

Travel has always been the ultimate connector and teacher, but the industry has become transactional – staged for social media, powered by commissions, and slowly losing the plot.

Get Uncomfy exists to rewrite the script, bringing travel back to what it’s meant to be – meaningful, educational, and a little “uncomfy” (in all the best ways).

We curate trips for curious travelers, people who crave new perspectives, know the best moments aren’t on Instagram, and want more than just the standard itinerary. You’ve probably never considered using travel planning services in the age of endless travel sites, social media, and Google, but you also don’t have time to dig through the noise to plan something meaningful.

You bring the curiosity. We bring the plan, perfectly customized to your travel comfort level, style, and preferences.

Discover your travel comfort level – Here, Near, Far, or Beyond.

Get planning with our personalized travel planning services.

Get inspired by our off-the-beaten path adventures.

Get connected to our global community.