Leadership Overview
Awayday has 9 executives leading key functions including strategy, financial oversight, operational logistics, brand development, resort management, and training immersion.
Committed to fostering genuine human connection through curated travel, [[Awayday]] designs meaningful group experiences that balance professional collaboration with leisure, ensuring every retreat strengthens relationships and achieves specific organizational goals.
Committed to fostering genuine human connection through curated travel, [[Awayday]] designs meaningful group experiences that balance professional collaboration with leisure, ensuring every retreat strengthens relationships and achieves specific organizational goals.
Leadership Roles at awayday
Jakob Dwyer - Chief Executive Officer
Jakob Dwyer, the Chief Executive Officer at Awayday, directs the overarching strategic vision for all group travel and corporate retreat services. Dwyer architects the long-term growth trajectory by aligning destination expertise with the evolving needs of corporate clients and social organizations. By overseeing the integration of vendor relationships and logistical planning, the Chief Executive Officer ensures that every curated experience fosters genuine connection and collaboration among participants. Jakob Dwyer maintains a focus on scaling the company's ability to handle complex multi-person trips while maintaining high standards for service delivery. This leadership role involves constant evaluation of market trends to refine the company's value proposition in the competitive travel industry. Through rigorous oversight of organizational objectives, the Chief Executive Officer drives the company toward its mission of creating memorable, meaningful shared experiences that transcend standard travel arrangements for diverse groups across various global markets.
David Reed - Chief Financial Officer
David Reed, the Chief Financial Officer at Awayday, manages the fiscal health and economic strategy of the organization. Reed oversees all budgetary planning, financial reporting, and investment allocation required to support the company's complex group travel logistics. By analyzing revenue streams from corporate retreats and social group bookings, the Chief Financial Officer ensures the financial sustainability of the business model. David Reed collaborates with other executive leaders to optimize resource distribution, particularly regarding destination selection and vendor partnerships. This role involves mitigating financial risks associated with large-scale event coordination and ensuring that pricing structures remain competitive while delivering high-value experiences. Through precise financial modeling and cost management, the Chief Financial Officer supports the company's expansion into new markets. Reed maintains strict adherence to fiscal discipline, allowing the organization to invest in the infrastructure necessary for delivering seamless, end-to-end support for every client trip.
Dan Yankley - Chief Operating Officer
Dan Yankley, the Chief Operating Officer at Awayday, manages the internal systems and logistical frameworks that enable successful group travel execution. Yankley oversees the daily operations of the planning teams, ensuring that every aspect of trip coordination—from accommodation booking to on-site activity management—functions with precision. By streamlining the complex processes involved in multi-person travel, the Chief Operating Officer reduces stress for clients and enhances the overall quality of the experience. Dan Yankley drives operational efficiency by implementing standardized protocols for destination management and vendor communication. This leadership role requires constant coordination with the broader executive team to ensure that operational capacity aligns with sales growth. Through the optimization of internal workflows, the Chief Operating Officer supports the company's mission to provide seamless, end-to-end support for corporate retreats and social getaways, ultimately ensuring that every participant enjoys a frictionless and memorable journey.
Matthew Loney - Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company
Matthew Loney, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company at Awayday, focuses on the strategic scaling of the business through rigorous performance management. Loney directs initiatives aimed at increasing operational profitability and expanding the company's footprint in the corporate retreat sector. By identifying opportunities for both organic growth and strategic acquisitions, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company ensures that the organization maintains a strong market position. Matthew Loney analyzes operational data to improve service delivery and maximize the efficiency of the company's travel planning services. This role involves working closely with the board and other executives to execute high-level growth strategies that enhance the company's value. Through a focus on EBITDA improvement and operational excellence, the Chief Operating Officer, Drove Organic & Inorganic Ebitda Growth For PE-Backed Portfolio Company secures the long-term financial and operational health of the firm.
Rj McClure - President, Brand
Rj McClure, the President, Brand at Awayday, shapes the public identity and market perception of the company's travel and experience offerings. McClure directs all marketing, communications, and brand positioning efforts to ensure that the company's reputation for creating meaningful connections remains prominent. By crafting compelling narratives around the company's corporate retreats and social travel experiences, the President, Brand attracts new clients and strengthens existing partnerships. Rj McClure oversees the development of brand assets that highlight the company's expertise in destination knowledge and group logistics. This leadership role involves aligning the brand's voice with the company's mission of fostering collaboration and memorable moments. Through strategic outreach and consistent messaging, the President, Brand drives awareness across diverse market segments. McClure ensures that every touchpoint reflects the company's commitment to quality, reliability, and the unique value of shared travel experiences in professional and social contexts.
Charles Cannella - President of Resort Rentals
Charles Cannella, the President of Resort Rentals at Awayday, manages the portfolio of accommodations and venue partnerships essential for successful group retreats. Cannella oversees the selection and maintenance of high-quality properties that serve as the foundation for the company's travel experiences. By negotiating contracts with resort operators and ensuring that facilities meet the specific needs of corporate and social groups, the President of Resort Rentals guarantees a premium environment for every client. Charles Cannella drives the strategy for expanding the company's lodging network to include diverse destinations that support both structured work sessions and leisure activities. This role involves constant assessment of property performance and client feedback to maintain high standards of comfort and utility. Through the effective management of resort assets, the President of Resort Rentals ensures that the company provides the ideal physical settings for fostering connection, collaboration, and memorable moments among all participants.
Austin Kurke - President, Training, Operations Immersion
Austin Kurke, the President, Training, Operations Immersion at Awayday, designs and implements the educational and experiential frameworks that define the company's retreat programs. Kurke oversees the development of team-building activities and structured workshops that facilitate genuine connection among participants. By creating immersive training modules, the President, Training, Operations Immersion ensures that every corporate retreat delivers measurable value in terms of team cohesion and professional development. Austin Kurke collaborates with other leaders to integrate these training components into the broader travel logistics, ensuring a seamless blend of work and leisure. This role involves researching best practices in group dynamics and adult learning to keep the company's offerings at the forefront of the industry. Through the continuous refinement of immersion programs, the President, Training, Operations Immersion supports the company's mission to provide transformative experiences that go beyond standard travel arrangements for organizations and groups.
Kristen Williams - President, Brand
Kristen Williams, the President, Brand at Awayday, leads the strategic expansion of the company's market presence and client engagement initiatives. Williams directs the development of customer-facing programs that highlight the company's unique approach to group travel and corporate retreats. By analyzing market trends and consumer preferences, the President, Brand identifies new opportunities to reach organizations seeking meaningful shared experiences. Kristen Williams oversees the creative direction of the company's service offerings, ensuring that every trip reflects the core values of connection and collaboration. This leadership role involves managing high-level partnerships and ensuring that the brand remains synonymous with excellence in group logistics and destination expertise. Through the execution of targeted brand strategies, the President, Brand drives growth and strengthens the company's reputation as a premier partner for corporate and social groups. Williams ensures that the brand's promise of memorable, well-coordinated travel is consistently delivered to every client.
William Sangster - Regional President, Brand
William Sangster, the Regional President, Brand at Awayday, manages the company's brand presence and operational success within specific geographic markets. Sangster directs regional initiatives that tailor the company's travel and retreat services to the unique cultural and business requirements of local clients. By overseeing regional vendor relationships and destination partnerships, the Regional President, Brand ensures that the company maintains a competitive edge in key territories. William Sangster collaborates with the central brand team to ensure consistency while allowing for the flexibility needed to address regional market nuances. This role involves driving local growth through targeted outreach and the delivery of high-quality, localized group experiences. Through the effective management of regional operations, the Regional President, Brand supports the company's broader mission of fostering connection and collaboration. Sangster ensures that the company's reputation for excellence is upheld across all regional activities, providing clients with reliable, end-to-end support for their group travel needs.
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