Hey there.
I’m Jess Gaspari, Founder of Edge of the Leap.
Coaching is intimate work. Like, really personal.
You're going to tell me things you've maybe never said out loud. The real fears. The "am I crazy for wanting this?" thoughts. The voice in your head that won't shut up. We're going to dig into the dreams you're scared to admit you want and the stuff you've been avoiding.
For that to work, we need to click.
If you think "YES, this person gets it", then let's talk. If something feels off? Listen to that. Finding the right coach matters more than starting with any coach.
My First Leap Changed Everything
At 21, just before graduating college with a marketing degree and a safe path ahead, I Googled "how to move to Spain," found a one-month teaching course, and three months later, I landed at the Barcelona airport with no job, no connections, and no place to live.
That was my first real adventure. And it changed everything.
Since that first jump, I've built a life that's entirely mine, and it hasn't looked like anyone else's playbook.
Travel founders and leaders can relate. You've already leapt. Loads of times. But somewhere along the way, you got comfortable. Avoidant. Too busy to even think about what your next leap looks like. No one can achieve clarity when they're dealing with cancelled flights and taxi strikes. I'm here to create the space and help you with your next big leap, whatever that may be.
Why I Do This Work
I've always been the friend everyone comes to. The secret holder. The one who listens without judgment and helps people see what they can't see on their own. Turns out, that's exactly what makes a good coach.
I know travel. And I'm well-versed in the obstacles, difficulties, and sometimes straight-up insanity of managing a business that never stops.
What lights me up? Generally, travel leaders. I know you're some of the hardest-working people on the planet, willing to give everything you've got to your team and your travelers. The thing is, though, when was the last time you gave that much back to yourself? Let's create that opportunity for you.
Training & Credentials
I'm a coach with specialized training in Mindset Coaching, NLP, Timeline Therapy, and Hypnotherapy, with ICF ACC accreditation.
What that means for you: I work at the conscious, subconscious, and unconscious levels to create real, lasting results. We're not just talking through your challenges; we're rewiring the beliefs and patterns holding you back.
But honestly? My real credentials are the years I spent answering calls at 7am on a Sunday because a traveler didn't like the way a car smelled. I understand what you're dealing with.
A Note on What I Don't Do
I am not a licensed therapist, psychologist, or mental health counselor. Coaching is not therapy. If you're experiencing depression, anxiety, trauma, or other mental health challenges, I encourage you to work with a licensed mental health professional. Coaching is for people who are ready to move forward, clarify goals, and take action—not for healing clinical mental health conditions.