awayday Executive and Leadership Team

Jakob Dwyer, the Chief Executive Officer at awayday, directs the overarching vision and strategic trajectory of the organization. Dwyer architects the long-term growth roadmap, ensuring that every corporate retreat and group experience aligns with the core mission of fostering meaningful connection. By overseeing high-level partnerships and vendor relationships, the Chief Executive Officer maintains the quality standards necessary for complex group logistics. Jakob Dwyer drives the company toward market leadership by identifying emerging trends in the travel and experience sector. This leadership role involves constant collaboration with the board to secure resources for scaling operations across diverse geographic markets. Through rigorous oversight of the executive team, the Chief Executive Officer ensures that every department remains focused on delivering exceptional value to corporate clients and social groups alike. Ultimately, Dwyer secures the competitive advantage of the firm by prioritizing innovation in travel planning and execution.

David Reed, the Chief Financial Officer at awayday, oversees the fiscal health and capital allocation strategies of the organization. Reed manages the financial planning, budgeting, and reporting processes that support the company's expansion into new travel markets. By analyzing revenue streams from corporate retreats and social group bookings, the Chief Financial Officer ensures that the business model remains sustainable and profitable. David Reed drives financial discipline across all departments, providing the necessary data to inform strategic decisions regarding vendor partnerships and resource distribution. This leadership role involves maintaining transparency with stakeholders while optimizing the cost structure of complex travel arrangements. Through careful management of cash flow and investment in technology, the Chief Financial Officer enables the company to deliver high-quality experiences without compromising fiscal integrity. Reed secures the long-term financial stability of the firm by balancing aggressive growth targets with prudent risk management practices.

Dan Yankley, the Chief Operating Officer at awayday, manages the daily execution of complex travel logistics and on-site coordination services. Yankley optimizes the internal processes that allow the company to handle destination selection, accommodation booking, and activity planning with precision. By streamlining the operational workflow, the Chief Operating Officer ensures that every client receives a seamless experience from initial planning through final trip execution. Dan Yankley drives efficiency across the organization, focusing on the technical aspects of group travel that often present challenges for clients. This role requires constant interaction with regional teams to maintain high service levels during large-scale corporate retreats. Through the implementation of robust logistical frameworks, the Chief Operating Officer supports the company's ability to scale operations while maintaining the personalized touch required for successful team-building experiences. Yankley guarantees that every logistical detail contributes to the overall goal of fostering collaboration.

Matthew Loney, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company at awayday, focuses on scaling the business through strategic operational improvements. Loney directs the integration of new service offerings and the expansion of the company's footprint in the corporate retreat market. By identifying opportunities for both organic growth and inorganic acquisitions, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company enhances the overall value proposition for clients. Matthew Loney drives the implementation of performance metrics that track the success of team-building experiences and corporate offsites. This role involves working closely with the finance team to ensure that operational scaling aligns with profitability goals. Through the optimization of internal systems, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company ensures that the company remains agile in a competitive travel landscape, consistently delivering high-impact results for diverse organizational clients.

Charles Cannella, the President of Resort Rentals at awayday, manages the portfolio of accommodations and lodging partnerships essential for group travel. Cannella architects the strategy for securing high-quality venues that cater to both corporate retreats and social gatherings. By overseeing the relationships with resort operators and property managers, the President of Resort Rentals ensures that every destination meets the company's rigorous standards for comfort and functionality. Charles Cannella drives the expansion of the rental inventory to support the company's growing client base across various regions. This leadership role involves balancing the needs of large groups with the availability of premium spaces, ensuring that every trip features the perfect environment for connection. Through the strategic curation of lodging options, the President of Resort Rentals directly impacts the success of the company's travel experiences. Cannella maintains the quality of the physical environments that facilitate collaboration and relaxation for all participants.

Kristen Williams, the President, Brand at awayday, directs the creative vision and market positioning of the company. Williams architects the brand identity to ensure that every communication and experience reflects the core mission of fostering genuine connection. By overseeing marketing initiatives and public relations, the President, Brand builds the reputation of the firm as a premier partner for corporate retreats and group travel. Kristen Williams drives the development of messaging that resonates with organizations seeking meaningful team-building solutions. This leadership role involves collaborating with the sales and operations teams to ensure that the brand promise matches the actual travel experience delivered to clients. Through the consistent application of brand standards, the President, Brand strengthens the company's presence in the competitive hospitality market. Williams ensures that the company's unique approach to balancing work and leisure remains at the forefront of the industry, attracting clients who value memorable and impactful shared experiences.

Rj McClure, the President, Brand at awayday, focuses on the strategic expansion of the company's market reach and customer engagement initiatives. McClure directs the development of digital platforms and community-building efforts that connect potential clients with the company's travel services. By analyzing market feedback and consumer behavior, the President, Brand refines the company's service offerings to better meet the evolving needs of corporate teams and social groups. Rj McClure drives the creation of content and campaigns that highlight the unique value of the company's curated experiences. This leadership role involves working with the product team to ensure that the brand experience remains cohesive across all digital and physical touchpoints. Through the strategic management of brand assets, the President, Brand enhances the company's visibility and authority in the travel sector. McClure ensures that the brand remains synonymous with high-quality, meaningful group travel, fostering long-term loyalty among the company's diverse client base.

William Sangster, the Regional President, Brand at awayday, oversees the implementation of brand strategies within specific geographic markets. Sangster directs the local execution of marketing and partnership efforts, ensuring that the company's mission resonates with regional corporate clients and social organizations. By managing the local brand presence, the Regional President, Brand adapts the company's global strategy to fit the unique cultural and logistical nuances of different regions. William Sangster drives the growth of the company's footprint by building strong relationships with local vendors and community leaders. This leadership role involves coordinating with the central brand team to maintain consistency while allowing for regional flexibility in service delivery. Through the effective management of regional operations, the Regional President, Brand ensures that the company's reputation for excellence remains strong across all territories. Sangster supports the overall success of the firm by driving localized engagement and ensuring that every regional experience aligns with the company's high standards.