Endicott College Executive and Leadership Team

May, 2026

Leadership Overview

Endicott College has 6 executives leading key functions including strategy, operations, technology, and administration.

Driven by applied learning, Endicott College integrates classroom instruction with required internships, fostering essential off-campus work experience and preparing students for professional success in a dynamic educational landscape.

Leadership Roles at Endicott College

  • President - Stephen DiSalvo
  • President - Skylar Kliesch
  • President - Bryan Cain
  • President - Young Hollywood
  • Chief of Staff - Jillian Dubman
  • Chief Information Officer - Gary Kelley
  • Stephen DiSalvo - President

    Stephen DiSalvo, the President at Endicott College, provides overarching strategic direction and executive leadership for the institution. Guiding Endicott's commitment to its applied learning concept, DiSalvo champions the integration of classroom education with required internships to foster essential off-campus work experience. This leadership position involves fostering strong relationships with faculty, staff, students, and external stakeholders to advance the college's mission and enhance its reputation within the higher education landscape. By setting institutional priorities and overseeing major initiatives, Stephen DiSalvo drives growth and innovation. The President's role encompasses ensuring financial stability, promoting academic excellence, and cultivating a vibrant campus community dedicated to preparing students for successful careers. DiSalvo's vision shapes the future of Endicott College, reinforcing its unique educational approach.

    Skylar Kliesch - President

    Skylar Kliesch, the President at Endicott College, directs the strategic vision and operational execution of the institution. Championing Endicott's distinctive applied learning model, Kliesch emphasizes the critical link between academic study and required internships, ensuring students gain invaluable off-campus work experience. This executive function involves fostering a culture of academic rigor and professional development across all departments. By overseeing institutional planning and resource management, Skylar Kliesch supports the college's commitment to student success and career readiness. The President's responsibilities include advancing the college's mission, strengthening community partnerships, and ensuring a dynamic educational environment. Kliesch's leadership propels Endicott College forward, reinforcing its dedication to providing practical, real-world preparation for its graduates in Massachusetts and beyond.

    Bryan Cain - President

    Bryan Cain, the President at Endicott College, leads the institution with a focus on strategic growth and academic innovation. Cain actively promotes Endicott's core philosophy of applied learning, ensuring that required internships are seamlessly integrated with classroom instruction to provide essential off-campus work experience. This leadership role involves cultivating a forward-thinking environment that prepares students for the demands of the professional world. By guiding institutional development and fostering key partnerships, Bryan Cain enhances the college's impact and reach. The President's purview includes championing student success, supporting faculty endeavors, and ensuring the college's continued commitment to excellence in higher education. Cain's direction solidifies Endicott College's position as a leader in experiential learning.

    Young Hollywood - President

    Young Hollywood, the President at Endicott College, drives the institution's strategic initiatives and upholds its commitment to experiential education. Hollywood champions the college's unique applied learning concept, emphasizing the integration of classroom knowledge with required internships to deliver crucial off-campus work experience. This leadership role focuses on fostering an environment where academic rigor and practical application converge, preparing students for impactful careers. By overseeing institutional operations and strategic planning, Young Hollywood ensures Endicott College continues to excel in its mission. The President's responsibilities include advancing the college's educational offerings, strengthening its community ties, and promoting a culture of continuous improvement. Hollywood's leadership guides Endicott College in its pursuit of educational excellence and student success.

    Jillian Dubman - Chief of Staff

    Jillian Dubman, the Chief of Staff at Endicott College, directs strategic initiatives and operational alignment across the institution. Overseeing key projects, Dubman ensures seamless execution of the college's mission to link classroom learning with practical, off-campus work experience. This leadership role involves close collaboration with other senior administrators to enhance the applied learning concept that defines Endicott's educational model. By managing critical internal communications and supporting the President's agenda, Jillian Dubman drives institutional effectiveness and fosters a cohesive administrative environment. The Chief of Staff's responsibilities extend to optimizing resource allocation and facilitating cross-departmental synergy, directly supporting the college's commitment to student professional development and success in the Massachusetts educational sector.

    Gary Kelley - Chief Information Officer

    Gary Kelley, the Chief Information Officer at Endicott College, architects and manages the institution's technological infrastructure. Overseeing all IT operations, Kelley ensures robust digital systems support Endicott's unique applied learning model and required internship program. This critical role involves developing and implementing technology strategies that enhance both academic delivery and administrative efficiency. By driving innovation in digital platforms, Gary Kelley empowers students and faculty with the tools necessary for success in a technology-driven world. The Chief Information Officer's purview includes data security, network integrity, and the integration of new technologies to streamline operations and improve the overall educational experience. Kelley's leadership ensures Endicott College remains at the forefront of educational technology, supporting its mission of practical, real-world preparation for graduates.

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    Frequently Asked Questions Regarding Endicott College Top Executives and Leadership Team

    Who leads Endicott College?
    Endicott College is led by Stephen DiSalvo (President), along with executives such as Skylar Kliesch (President) and Bryan Cain (President).
    Who is part of Endicott College’s executive team?
    The executive team of Endicott College includes leaders such as Stephen DiSalvo (President), Skylar Kliesch (President), Bryan Cain (President) and other senior executives.
    How many executives does Endicott College have?
    Endicott College has 6 executives leading key business areas.
    What roles are included in Endicott College’s leadership team?
    The leadership team of Endicott College includes roles such as President, President, President, President, Chief of Staff.