awayday Executive and Leadership Team

July, 2026

Leadership Overview

Awayday has 7 executives leading key functions including strategy, operations, finance, brand, training, regional brand, and resort rentals.

Driven by a commitment to connection, awayday specializes in crafting group travel experiences that foster meaningful interactions and memorable moments, solidifying its market impact through expertly coordinated retreats and team-building adventures.

Leadership Roles at awayday

  • Chief Executive Officer - Jakob Dwyer
  • Chief Financial Officer - David Reed
  • Chief Operating Officer - Daniel (Dan) Yankley
  • President, Brand - Rj McClure
  • President, Training, Operations Immersion - Austin Kurke
  • Regional President, Brand - William Sangster
  • President of Resort Rentals - Charles Cannella
  • Jakob Dwyer - Chief Executive Officer

    Jakob Dwyer, the Chief Executive Officer at awayday, directs the overarching corporate strategy and vision for the company's group travel and team-building experiences. Dwyer guides the organization's mission to bring people together through carefully curated adventures that combine connection, relaxation, and exploration. This leadership role involves setting the strategic direction for developing unique getaway experiences for both corporate teams and social groups. Dwyer ensures that all operational facets align with the company's core objective of fostering genuine connection and collaboration among participants. The Chief Executive Officer oversees the integration of market insights and client feedback to refine the company's service offerings, which encompass comprehensive trip planning, destination selection, accommodation booking, activity planning, transportation arrangements, and on-site logistics. Dwyer's focus remains on enhancing the company's position as a partner for creating meaningful shared experiences through travel, driving growth and innovation across all departments. The strategic decisions made by Jakob Dwyer directly influence the company's ability to simplify complex group travel logistics and deliver exceptional, memorable moments for every client.
    Jakob Dwyer

    David Reed - Chief Financial Officer

    David Reed, the Chief Financial Officer at awayday, manages the company's financial strategy and fiscal health, ensuring sustainable growth and profitability. Reed oversees all financial operations, including budgeting, forecasting, and financial reporting, to support the company's mission of organizing memorable group travel experiences. This leadership position involves analyzing financial performance, identifying cost-saving opportunities, and managing investments to enhance the company's service offerings in corporate retreats and team-building events. The Chief Financial Officer plays a critical role in resource allocation, ensuring that funds are strategically deployed to support operational efficiency and client satisfaction. David Reed's expertise guides financial decision-making, enabling awayday to offer comprehensive planning and coordination services that handle all aspects of group travel, from destination selection to on-site logistics. By maintaining robust financial controls and pursuing sound fiscal policies, Reed ensures the company's long-term viability and its capacity to deliver exceptional travel experiences that foster connection and collaboration among participants.

    Daniel (Dan) Yankley - Chief Operating Officer

    Daniel (Dan) Yankley, the Chief Operating Officer at awayday, executes the operational framework for organizing group trips, corporate retreats, and team-building experiences. Yankley oversees the comprehensive trip planning and coordination services, ensuring seamless execution from destination selection to on-site logistics. This role involves managing vendor relationships, optimizing transportation arrangements, and coordinating accommodation bookings to meet client objectives and budgets. The Chief Operating Officer ensures that the company's services, designed to combine adventure, relaxation, and connection, are delivered with maximum efficiency and client satisfaction. Yankley's responsibilities extend to streamlining the complex process of organizing multi-person trips, allowing participants to focus on the experience itself. Daniel (Dan) Yankley drives operational excellence by implementing best practices in group logistics and ensuring that all aspects of travel are handled with meticulous attention to detail. The Chief Operating Officer's leadership ensures that awayday consistently provides end-to-end support, from initial planning through trip execution and follow-up, reinforcing the company's commitment to creating memorable and meaningful shared experiences.
    Daniel (Dan) Yankley

    Rj McClure - President, Brand

    Rj McClure, the President, Brand at awayday, shapes and directs the company's brand identity and market positioning for its group travel and team-building experiences. McClure is responsible for developing and executing brand strategies that communicate awayday's unique value proposition: bringing people together through carefully curated adventures that combine connection, relaxation, and exploration. This role involves overseeing all aspects of brand communication, marketing initiatives, and public relations to enhance the company's reputation as a premier provider of corporate retreats and unique getaway experiences. The President, Brand ensures that the brand message resonates with target audiences, emphasizing the company's expertise in handling all facets of group travel logistics. Rj McClure drives brand awareness and customer engagement by highlighting the memorable and meaningful ways awayday fosters genuine connection and collaboration among participants. By cultivating a strong and consistent brand presence, McClure supports the company's objective of simplifying complex group travel and delivering exceptional shared experiences.

    Austin Kurke - President, Training, Operations Immersion

    Austin Kurke, the President, Training, Operations Immersion at awayday, leads the development and implementation of immersive training programs and operational strategies focused on enhancing team dynamics and client experiences. Kurke oversees the design of specialized training modules and operational immersion activities that align with awayday's mission of bringing people together through adventure, relaxation, and connection. This critical role ensures that the company's team-building experiences are not only logistically sound but also deeply impactful in fostering collaboration and strengthening relationships among participants. The President, Training, Operations Immersion works closely with operational teams to integrate best practices and innovative approaches into the planning and execution of corporate retreats and group trips. Austin Kurke's leadership ensures that the company's comprehensive trip planning services are enhanced by a deep understanding of group psychology and effective team engagement strategies, thereby maximizing the value of each curated experience. By focusing on operational immersion, Kurke reinforces awayday's commitment to creating memorable and meaningful shared moments.
    Austin Kurke

    William Sangster - Regional President, Brand

    William Sangster, the Regional President, Brand at awayday, directs brand strategy and market presence across designated geographic regions, focusing on expanding the reach of group travel and team-building experiences. Sangster oversees the adaptation and execution of brand initiatives to resonate with regional client needs, ensuring awayday's message of connection, adventure, and relaxation is effectively communicated. This leadership role involves fostering strong relationships with regional partners and clients, driving growth in corporate retreats and unique getaway experiences within specific markets. The Regional President, Brand ensures that regional operations align with the company's overall brand identity and commitment to simplifying complex group travel logistics. William Sangster's focus is on enhancing brand visibility and engagement within key territories, highlighting the company's expertise in creating memorable and meaningful shared experiences. By championing the brand at a regional level, Sangster supports awayday's objective of bringing people together through expertly coordinated travel.

    Charles Cannella - President of Resort Rentals

    Charles Cannella, the President of Resort Rentals at awayday, leads the strategic development and management of the company's resort rental portfolio, integral to its group travel and corporate retreat offerings. Cannella oversees the selection, acquisition, and management of properties that provide unique and memorable settings for clients seeking adventure, relaxation, and connection. This role is crucial in ensuring that the accommodations booked through awayday meet the highest standards of quality and suitability for group dynamics. The President of Resort Rentals works to optimize the utilization of resort properties, enhancing the overall value proposition for corporate teams and social groups. Charles Cannella's expertise in property management and hospitality ensures that the logistical aspects of accommodation booking are handled seamlessly, contributing to the company's reputation for comprehensive trip planning. By curating exceptional resort experiences, Cannella directly supports awayday's mission of bringing people together and fostering genuine connection through travel.
    Charles Cannella

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    Frequently Asked Questions Regarding awayday Top Executives and Leadership Team

    Who leads awayday?
    awayday is led by Jakob Dwyer (Chief Executive Officer), along with executives such as David Reed (Chief Financial Officer) and Daniel (Dan) Yankley (Chief Operating Officer).
    Who is part of awayday’s executive team?
    The executive team of awayday includes leaders such as Jakob Dwyer (Chief Executive Officer), David Reed (Chief Financial Officer), Daniel (Dan) Yankley (Chief Operating Officer) and other senior executives.
    How many executives does awayday have?
    awayday has 7 executives leading key business areas.
    What roles are included in awayday’s leadership team?
    The leadership team of awayday includes roles such as Chief Executive Officer, Chief Financial Officer, Chief Operating Officer, President, Brand, President, Training, Operations Immersion.