James O’Leonard
Founder & President
Prior to founding PEAK 15 in 2005, James spent more than 10 years in product strategy and marketing positions with Silicon Valley firms such as Sun Microsystems. He has a passion for travel, born in part by his experiences growing up in Kenya. These days, James calls San Diego, CA home where he enjoys playing soccer, hiking and surfing.
Rich Nicolosi
VP of Operations
Rich brings 25+ years’ experience in the technology industry to PEAK 15. Prior to joining the team, he worked for General Atomics and Allianz AG where he held a variety of positions in IT, Operations, and QA. His passion for travel started at a young age visiting family in Sicily and is always ready to embark on a new adventure. He calls Aledo, Texas home where his family lives the true Friday night lights small town lifestyle in a close knit community. He enjoys serving at his church, giving back to the community, and all things outdoors. Go Bearcats!
Brittany Hurst
Director of Strategic Accounts
Brittany brings nearly two decades of experience in the travel and tourism industry to PEAK 15. Prior to joining the team, she worked with leading adventure and luxury travel brands designing custom itineraries, optimizing systems, enhancing guest experiences, and driving sustainable growth. Based in Ashland, Oregon, she’s passionate about connecting people and ideas that move the industry forward. Outside of work, you’ll find her on a mountain bike trail, cooking over a campfire, or exploring the next great destination.
Stephanie Westcott
Director of Support & Technical Services
Stephanie spent several years in Japan working in hospitality and travel before moving back to Michigan and becoming a member of the PEAK 15 customer service team. Using that experience, she now leads our Support team with the goal of providing world class service to help all our customers succeed. When not working, she enjoys reading, playing board games, and getting outside to see a concert or go hiking.
Nancy Fogarty
Director of Product
Nancy brings 30+ years experience in the travel industry to PEAK 15. Prior to joining the team, she worked for Grand Circle Corporation where she held a variety of positions in Product Planning, Operations, and IT. Her passion for travel started at a young age and she is thrilled to have a career in this exciting and ever changing industry. Nancy calls the shores of Eastern Maryland home where she enjoys boating, gardening, and volunteering in local philanthropic organizations.
Christer Damm
Director of Engineering
Christer began his career launching weather satellites before moving into software for its faster pace and opportunity to iterate. His experience at Nordstrom shaped his focus on improving communication and collaboration across companies—creating stronger teams and better outcomes for customers. He lives in the Seattle area where he enjoys playing basketball, watching the Kraken, and spotting orcas from the ferry.
We have automated many functions that have led to improved productivity and continue to look for ways to automate further with the help of our PEAK 15 Account Manager who is a true asset to us!
Katie Reents
When we run into issues, PEAK 15’s Support team responds quickly with honesty and transparency.
Darcy Hastings
PEAK 15’s onboarding and support team helped us consolidate business processes and automate manual tasks. More detailed reporting and stronger customer service have resulted, positively impacting sales and enhancing our customer service experience.
Lisa Andersson
