Greek Peak Mountain Resort Executive and Leadership Team

September, 2026

Leadership Overview

Greek Peak Mountain Resort has 4 executives leading key functions including technology infrastructure, financial planning, resort operations, and strategic development.

Committed to providing premier outdoor experiences, Greek Peak Mountain Resort delivers year-round adventure and leisure through its diverse range of skiing, waterpark, and hospitality services across the Finger Lakes region.

Leadership Roles at Greek Peak Mountain Resort

  • Chief Financial Officer - Leroy Draper
  • President - Robert Thompson
  • President - Wes Kryger
  • Chief Information Officer - Matthew Checksfield
  • Leroy Draper - Chief Financial Officer

    Leroy Draper, the Chief Financial Officer at Greek Peak Mountain Resort, manages all fiscal planning, capital allocation, and budgetary oversight for the organization. By analyzing revenue streams from seasonal skiing, snow tubing, and lodging operations, the Chief Financial Officer ensures long-term financial health and sustainable growth. Leroy Draper directs the financial reporting processes and coordinates with the board to align investment strategies with the resort's expansion goals. This leadership role involves monitoring operational costs across dining and event services to maximize profitability. By implementing rigorous auditing standards, the Chief Financial Officer maintains transparency and fiscal discipline throughout the enterprise. Through strategic forecasting, the finance department supports the development of new amenities and infrastructure improvements. Ultimately, Draper secures the capital resources required to maintain the resort's status as a premier destination for families and adventure seekers in the Finger Lakes region.

    Robert Thompson - President

    Robert Thompson, the President at Greek Peak Mountain Resort, architects the overarching strategic vision and guest experience standards for the entire property. By focusing on the expansion of year-round recreational offerings, the President drives growth in both the winter sports and summer tourism segments. Robert Thompson oversees the alignment of hospitality services at Hope Lake Lodge with the resort's broader mission of providing high-quality outdoor entertainment. This leadership role involves managing high-level partnerships and community relations to bolster the resort's presence in Central New York. By fostering a culture of service excellence, the President ensures that all guest interactions meet the highest standards of quality. Through the coordination of marketing and operational teams, the leadership team executes large-scale events and weddings. Ultimately, Thompson maintains the resort's reputation as a leading destination for families seeking both relaxation and outdoor adventure.

    Wes Kryger - President

    Wes Kryger, the President at Greek Peak Mountain Resort, manages the daily operational execution and facility maintenance across the expansive mountain property. By prioritizing safety protocols and infrastructure reliability for ski lifts and waterpark systems, the President ensures a secure environment for all guests. Wes Kryger directs the maintenance teams and grounds staff to uphold the aesthetic and functional quality of the resort's diverse amenities. This leadership role involves optimizing labor allocation and supply chain logistics to support peak seasonal demand. By implementing sustainable land management practices, the President protects the natural beauty of the Finger Lakes region while facilitating outdoor activities. Through the oversight of facility upgrades, the operations department enhances the overall guest experience. Ultimately, Kryger drives the operational efficiency required to sustain the resort's status as a premier year-round destination for adventure seekers and families.

    Matthew Checksfield - Chief Information Officer

    Matthew Checksfield, the Chief Information Officer at Greek Peak Mountain Resort, directs all digital infrastructure and technology systems supporting the resort operations. By modernizing point-of-sale platforms and guest management software, the Chief Information Officer ensures seamless transactions for visitors across the indoor waterpark and ski facilities. Matthew Checksfield oversees the integration of secure network protocols to protect guest data while maintaining high-speed connectivity throughout the lodge and mountain base. This leadership role involves collaborating with department heads to implement data-driven solutions that optimize operational efficiency. By streamlining internal communication channels, the Chief Information Officer supports the broader mission of providing a frictionless guest experience. Through the deployment of advanced reservation systems, the technology department facilitates increased booking capacity. Ultimately, Checksfield maintains the digital backbone necessary for sustaining the resort's competitive position within the Central New York hospitality market.

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    Frequently Asked Questions Regarding Greek Peak Mountain Resort Top Executives and Leadership Team

    Who leads Greek Peak Mountain Resort?
    Greek Peak Mountain Resort is led by Leroy Draper (Chief Financial Officer), along with executives such as Robert Thompson (President) and Wes Kryger (President).
    Who is part of Greek Peak Mountain Resort’s executive team?
    The executive team of Greek Peak Mountain Resort includes leaders such as Leroy Draper (Chief Financial Officer), Robert Thompson (President), Wes Kryger (President) and other senior executives.
    How many executives does Greek Peak Mountain Resort have?
    Greek Peak Mountain Resort has 4 executives leading key business areas.
    What roles are included in Greek Peak Mountain Resort’s leadership team?
    The leadership team of Greek Peak Mountain Resort includes roles such as Chief Financial Officer, President, President, Chief Information Officer.