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Executive Team

Executive Team

Executive Team

Meet members of the Oceania Cruises' Executive Team.

Jason M. Montague, President & COO, Prestige Cruise Holdings, Inc.

Jason Montague is president and chief operating officer for Prestige Cruise Holdings, Inc. He was appointed to this position in December 2014. In this role, Montague is responsible for ensuring all aspects of the successful operation of both Oceania Cruises and Regent Seven Seas Cruises.

Most recently, Montague served as Executive Vice President and Chief Integration Officer for Norwegian Cruise Line Holdings Ltd. Prior to the acquisition of Prestige, he served as Chief Financial Officer and Executive Vice President of Prestige Cruise Holdings, Inc. During his twelve year tenure, he helped launch Oceania Cruises in 2002 and has seen the company through the purchase of its initial three R-class vessels, the equity investment by Apollo Management, the acquisition and integration of Regent Seven Seas Cruises, the financing and delivery of Oceania Cruises’ Marina and Riviera new builds and the recent acquisition by Norwegian Cruise Line Holdings Ltd.

Prior to joining Oceania Cruises, Montague operated a successful consulting practice focused on strategic planning and development of small to medium-sized companies. Previously, he held the position of Vice President Finance for Alton Entertainment Corporation, a brand equity marketer who was majority owned by the Interpublic Group of Companies.

Montague holds a BBA in Accounting from the University of Miami.

Michael Flesch, EVP, Shipboard Operations, Norwegian Cruise Line, Oceania Cruises & RSSC

Michael Flesch joined the company in November 2009. As Executive Vice President, Shipboard Operations, Flesch is responsible for all aspects of shipboard operations for Norwegian Cruise Line, Oceania Cruises and Regent Seven Seas Cruises. Specific areas include hotel, food & beverage, marine, technical, casino, entertainment and onboard revenue across each brand’s fleet of ships. Flesch was promoted to this role in November 2014.

He also oversees the company’s Continuous Improvement program which ensures the product is of unparalleled quality and value and consistent with brand positioning and marketing. His efforts are focused on the continual improvement of the guest proposition while finding operational efficiencies that increase value for its shareholders. Before assuming his current role, he was Senior Vice President, Hotel Operations and began his tenure at Norwegian as Vice President, Hotel Operations.

Prior to joining the company, Flesch served as Senior Vice President for Dave and Busters, Inc., a high-volume restaurant and amusement center company generating $550+ million in annual revenue. Flesch developed operational strategies and budgets for established locations and oversaw the expansion of new sites. He supervised regional operation directors and managers nationwide and oversaw key support areas, including human resources, facilities and local store marketing and menu development. Flesch attended Meramec College in St. Louis, Missouri.


Howard Sherman, Executive Vice President, Revenue Management, Prestige Cruise Holdings, Inc.

Sherman oversees revenue management for Oceania Cruises and Regent Seven Seas Cruises. Sherman joined Prestige Cruises Holdings in 2003 as the Senior Vice President of Revenue Management for Oceania Cruises and added oversight for Regent Seven Seas Cruises when Prestige Cruise Holdings purchased the luxury cruise line in 2008. Prior to joining Prestige Cruise Holdings, Sherman was the Senior Vice President of Planning & Treasury for Grand Circle Travel and Senior Director Strategic Planning, Treasury & Legal for Renaissance Cruises, Inc.

Andrew Stuart, EVP, Intl Sales & Charters, Meetings & Incentives, NCL, Oceania Cruises & RSSC

Andy Stuart is Executive Vice President, Sales for Norwegian Cruise Line. He holds the dual role of Executive Vice President, International Sales and Charters, Meetings and Incentives (MICE) across the three brands of Norwegian Cruise Line Holdings Ltd.: Norwegian Cruise Line, Oceania Cruise and Regent Seven Seas Cruises. For Norwegian Cruise Line, Stuart directs the company’s North American and International Sales. For Oceania Cruises and Regent Seven Seas Cruises, he is responsible for International Sales as well as the MICE area. Stuart’s primary objective is ensuring Norwegian continues to enhance and strengthen its relationships with travel partners as its primary distribution system. He introduced Partners First in 2011, the company’s corporate philosophy of always putting its travel partners first in three key areas: investment in long-term travel partner success; a complete focus on being easy to do business with; and a commitment to travel partners on direct business. He was appointed to this position in November 2014.

Most recently, Stuart was Executive Vice President, Global Sales and Passenger Services. Prior to that, he was Chief Product Officer, responsible for delivery of the Freestyle Cruising product across the Norwegian fleet, ensuring that it provided exceptional value and quality for guests and was consistent with the marketing and brand positioning of the company.

Stuart joined Norwegian in 1988 and served as the company’s sales and marketing director in the United Kingdom until December 1996. He was named vice president of sales planning and relocated to the company’s Miami headquarters in January 1997. He was promoted to senior vice president of passenger services in 1998, and in 1999, named senior vice president of Norwegian sales. In 2000, he was promoted to senior vice president of marketing and sales. In 2003, Stuart was named executive vice president of marketing, sales and passenger services.

Stuart has also served as Chairman of the Cruise Lines International Association. He is an active participant on Twitter and can be found @nclandy.


Crane Gladding, SVP, Passenger Services, Norwegian Cruise Line, Oceania Cruises & RSSC

As Senior Vice President, Passenger Services, Crane Gladding oversees reservations, air/sea and guest relations for Norwegian Cruise Line, Oceania Cruises and Regent Seven Seas Cruises. He joined the company in October 2005.

Before joining the company, Gladding spent seven years as a travel agent with National Leisure Group (NKA World Travel Holdings) and the MyTravel Cruise Division which represented leading brands including CruisesOnly, Vacation Outlet, Priceline, Orbitz, Hotwire, BJs Wholesale Club, CruiseOne, and Cruises Inc. During his tenure, he led sales, customer service, back office operations, strategic planning, product & inventory and training.

Gladding received a Bachelor of Science from Vanderbilt University and holds a Masters of Business Administration from the University of Florida.

John McGirl SVP and Chief Human Resources Officer, Norwegian Cruise Line, Oceania Cruises & RSSC

John McGirl joined the company in September 2014 as Senior Vice President and Chief Human Resources Officer. McGirl has responsibility for shipboard and shoreside global human resources, training and development for Norwegian Cruise Line, Oceania Cruises and Regent Seven Seas Cruises.

Most recently, McGirl was chief human resources officer for the Naples Community Healthcare System, a large, multi-facility healthcare organization on Florida’s gulf coast. Prior to joining NCH, he was vice president of human resources at Royal Caribbean International and prior to that at Cunard/Seabourn.

McGirl’s experience has included building customer/guest centric organizational cultures, aligning of human resource programs and practices with strategic business needs, designing and executing programs to support mergers, integrations and expansion, along with ensuring that team members are engaged, involved and excited.

He has a Master’s Degree in Human Resource Management from Sheffield Hallam University, UK and is currently a Doctoral Candidate in Business Administration at Sheffield Business School.


Colin Murphy, SVP, Destination & Port Operations, Norwegian Cruise Line, Oceania Cruises & RSSC

Colin Murphy joined the company in 1998. In his current role of Senior Vice President, Destination and Port Operations, Murphy works on a variety of areas related to ports and destinations for Norwegian Cruise Line, Oceania Cruises and Regent Seven Seas Cruises. These include shore excursions & land services; destination development and port operations. He is also currently spearheading the development of Harvest Caye in Belize. Murphy was promoted to this position in November 2014.

Originally from England, Murphy owned two restaurants in London before moving to the United States in 1988. After becoming involved in the travel industry, Murphy worked for several major US tour operators, including Collette Vacations, before becoming senior vice president of product development at Vantage Deluxe World Travel in Boston.

He has held a number of positions within Norwegian Cruise Line, including Vice President of Land & Air Services; and Vice President of Onboard Revenue. He is also the current Chairman of the Florida Caribbean Cruise Association Operations Committee.

Harry Sommer, Senior Vice President and Chief Marketing Officer, Prestige Cruise Holdings, Inc.

Sommer leads all marketing efforts for Oceania Cruises and Regent Seven Seas Cruises including brand strategy, creative, direct marketing, trade campaigns, analytics, and ecommerce initiatives. Before assuming his current role in September 2013, Sommer served in a number of executive positions within the company including Senior Vice President Finance, Chief Information Officer and Chief Accounting Officer. Prior to joining the company in 2009, Sommer spent 17 years in various management level positions within the cruise and travel industry, including co-founding an American Express travel agency that specialized in selling high-end cruises and senior Sales and Marketing roles at Viking River Cruises and Renaissance Cruises. Harry received his undergraduate degree in Accounting from Baruch College and a MBA in Corporate Financial Management from Pace University.


Nikki F. Upshaw, Senior Vice President, Sales, Oceania Cruises

Upshaw leads the North America sales department, including the internal and external sales teams as well the Oceania Cruises’ national and key account departments. She’s responsible for creating business development strategies, sourcing and implementing partnership opportunities, and leveraging travel agencies relationships to enhance Oceania Cruises’ favored status within the retail channel. Additionally, Upshaw oversees the upper premium line’s onboard sales initiatives and event planning team. She is a travel industry veteran with 26 years of sales and marketing experience working with several upscale brands and travel purveyors. Prior to joining Oceania Cruises, Upshaw was Senior Vice President, Global Sales & Marketing for The World, the largest privately owned residential yacht on earth. Upshaw has a degree in Marketing from the University of Miami.