Itinerary Boss

About Ross

I help teach people how to plan life changing trips and experiences. I’ve been traveling ever since I can remember and since 2015, I’ve organized all our friends group trips including: Annual Snowboarding Group Trips all over North America, Group Trips to Europe visiting over 25 different cities, and many more week long trips within the US, Mexico, Central America and Caribbean, I’ve had a successful track record as an account executive working in the healthcare industry for medical device and software companies. My experience hosting guests in Charlotte through air b n b gives me additional insights into travel.

I’ve been called the “planner” by everyone that knows me and have been organizing social events since my high school days. I have a passion for coaching and educating people with experience as a camp counselor for 5 years. For as long as I can remember, travel experiences whether it was skiing in Colorado to long road trip family vacations, I’ve always loved making memorable experiences. As a kid I got to move around and experience different areas of the country living in four different states in North Carolina, Connecticut, Colorado, and Virginia. 

The real travel bug started when I studied abroad in Ireland for a Maymester in 2013 and every year after I’ve started to travel more and more. In my 9-year tenure as an account executive and organizing trips for friends, I leverage creativity to curate unique experiences. My focus on attention to detail and understanding what the biggest challenges are for my customers is what helps me teach them all the important topics when planning a life changing experience.

In my free time aside from traveling some of my hobbies include boating on Lake Norman with friends, staying active through sports, attending concerts and live events, spending valuable time with my fiancé, friends and family and our English bulldog Morty. I also love reading, networking, and connecting with anyone who’s in travel, healthcare, real estate investing and has an entrepreneurial mindset. Connect with Ross on LinkedIn Here

Fun Facts

  • Me, 5 friends, and my mom sank a boat in high school during a storm (everyone was fine!)
  • I was an education major for 2 ½ years and substitute taught for 3 years during college.
  • My entrepreneurial journey began at 12 years old when I door knocked for my small grass cutting business.
  • I realized jet ski’s didn’t have brakes at 13 years old when I drove it onto our lakehouse beach up the stairs into the yard. (My mom and the friend who was with me know this).
  • My investing journey began at 14 years when I learned the power of compound interest through putting money in CD’s.
  • My investing journey re began at 22 post college after I spent all the money saved up on college parties, fun spring breaks, and too many Guinness’ in Ireland 🙂.
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