Travel On Point

Bringing the human touch back to travel planning




MilesAhead is a luxury travel concierge, founded in 2012, that wants to bring the human touch back to travel. Whether for business or leisure, with points or cash, and for a weekend or a month, our travel advisors look forward to showing you how great your travel experience can really be. 

MilesAhead holds a focus on reward point optimization and the client experience. Our clients have said that they "will never go back to normal travel agents", and we look forward to continuing these strong relationships with our past, present, and future clients. With every new client, comes a new adventure — a new experience is created, a new relationship is born, and a new story is developed.

So come work with us. We're already excited to plan your next adventure.



Valerie Wilson Travel— Our unique partnership with a preeminent luxury host agency has enabled hundreds of relationships with global suppliers who “unlock” added value for MilesAhead clients.

Virtuoso — Some benefits that come from our association with Virtuoso travel includes preferred rates & room upgrades upon availability, daily breakfast for two, $100 hotel/resort credit, and complimentary Wi-Fi.



MilesAhead is a luxury travel concierge that began in 2012 with CEO & Founder, Rob Karp. At an early age, Rob developed a passion for the travel industry and a drive for customer experience. As he progressed in age, Rob learned about the power of points. He continued to develop his airline knowledge and began helping out family and friends with their travel in his spare time.

What began as Rob's hobby and passion developed into the company it is today. Rob purchased the software needed to run the company with the $600 he had from soccer refereeing and hasn't looked back since. The company grew instantly once Rob started at Cornell University, where he met most of today's employees in the School of Hotel Administration. Now, MilesAhead consists of employees all over the country.



"Leader of the Week Around the Ivies. " — Harvard College Leadership Review

"He’s a Frequent-Flier Mile Genius. " — Fortune

"All of a sudden, I had a solution to my problem. " — Forbes

"He turned his passion for airlines and his prowess for numbers into a travel consulting company. " — Cornell School of Hotel Administration

"The students that are redefining the travel agency. " — Cornell Business Review




The Milesahead Travel Journal

For all media inquiries, please reach out to


Meet our Team


Rob karp — ceo & Founder

Since founding MilesAhead at age 14, Rob has held a special passion for hospitality. Today, he is a student at Cornell’s School of Hotel Administration and the youngest travel advisor in the Virtuoso network. Rob's skill-set is diverse: he can optimize miles and points, personalize itineraries, and connect clients with the best services in the world. He loves to amaze his clients by saving them thousands of dollars or miles on flights, scoring them a huge upgrade at a hotel, or planning an exciting safari vacation for them.

One reason why MilesAhead clients return so often is Rob’s dedication to his clients, many of whom become his friends. Rob hopes to continue building MilesAhead so that he can provide his clients with the best travel experience possible.



Nelson is a student at Cornell’s School of Hotel Administration. He loves building relationships with clients and suppliers to create amazing experiences around the world. Nelson spent his last summer on the road conducting site inspections and planning travel. He also was fortunate enough to intern with NBC Sports at the 2016 Olympic Games in Rio. A passionate supporter of enlightened hospitality, Nelson works hand in hand with Rob to shape the future of MilesAhead.

Screen Shot 2017-10-10 at 2.30.01 PM.png


When Jonathan plans on a trip, he seeks to change the way people travel, from the moment they first step into the airport. Jonathan prides himself on his unique ability to leverage frequent flyer miles and incentives/benefits to create ultra-luxury experiences for his clients, while saving them money. Jonathan knows premium cabins and luxury hotel markets like the back of his hand, from what champagne Singapore Air serves in Business Class to which hotel is the best urban retreat in Hong Kong. Jonathan first started working with miles when he was 12 and claims that he has gotten the best sleep of his life in Cathay Pacific First Class.


Justin Williamson - Director of Finance

Justin is a student at Babson College and is concentrating in Real Estate and Entrepreneurship. Justin works on the back end of MilesAhead with our internal invoicing system to generate invoices for all our client bookings. He spent his last summer hiking across Israel to better understand the complex political environment and social relations within the county. Justin has had prior experiences working in a law firm and starting his own business.

Screen Shot 2018-06-07 at 7.23.56 PM.png

grace mcbride — director of marketing

Passionate about design, marketing, and travel, Grace works with the MilesAhead team to let everyone else know why we love it so much. Grace spent her last summer interning with JetBlue which sparked her passion for combining all of her interests. When she isn't designing or writing, Grace can be found reading a new book, scoping out new hotels, or searching the web for the latest social media trends.

Screen Shot 2017-10-10 at 2.30.53 PM.png

zach falk — travel advisor

Zach is a student at Cornell's College of Architecture, Art and Planning majoring in Urban and Regional Studies. Although this is Zach’s first major foray into the travel industry, he has held a lifelong passion for the transportation industry. Zach works with clients to organize international and domestic air travel and itineraries. Outside of MilesAhead, Zach likes biking and skiing.

Screen Shot 2017-10-10 at 2.31.16 PM.png

adam saks — business development & industry relations

Adam is student at Cornell’s School of Hotel Administration, while also playing for the Cornell’s Varsity Baseball team. Adam is known for building incredible personal and professional relationships, and has joined MilesAhead to lead and manage relations with our suppliers. Adam recognized his passion for delivering outstanding experiences to customers while interning for the Boca Beach Resort & Club in South Florida. His motivation stems from knowing that the relationships he forges with our valued suppliers will help MilesAhead deliver even more extraordinary experiences to our clients.


aj arena — travel advisor

AJ is a student at Cornell's School of Hotel Administration and spent last summer interning in the rooms department of the iconic Plaza Hotel. When AJ isn't planning out multi-country itineraries and working with MilesAhead's private client group, he can be found planning his own international itineraries. Outside of MilesAhead, AJ enjoys hiking, biking and exploring the outdoors.


ari levenson — travel advisor

Ari curates personalized travel experiences and specializes in planning luxurious voyages and optimizing logistics of your next adventure. When Ari is not planning a cruise or flying a plane, he enjoys film and spending time with his family. Ari has been passionate about flying ever since he was young. After spending the past two years studying aviation and the social sciences of air transportation, he has obtained two pilot certificates and is currently working on his commercial license.



Sarah is a student at Cornell’s Dyson School of Applied Economics and Management. Originally from Canada, she has always had a passion for exploring new countries and learning about different cultures. When she isn’t creating customized itineraries for our clients, Sarah can be found traveling herself. Outside of MilesAhead, Sarah enjoys running, trying out new restaurants, and spending time with friends.



Brant is a student in the School of Hotel Administration at Cornell University. While this is his first job in the travel industry, he has worked in the hospitality industry before. With a passion for travel and exploring different destinations, he is super excited to work at MilesAhead. In my free time, I enjoy playing golf, hanging with friends, and exploring different restaurants.



Noah is a student at Duke University studying Economics and International Comparative Studies. While this is his first job in the hospitality industry, he has always been an avid traveler and is passionate about world geography. While not working for MilesAhead, Noah enjoys playing Violin and Viola and watching sports.


Our Preferred Partners