Assistant Director of Deskside and VIP Support Services

Assistant Director of Deskside and VIP Support Services (260002JK)

The Executive Office of Technology Services and Security (EOTSS) is the lead enterprise technology organization for the Commonwealth of Massachusetts. Charged with driving the ongoing alignment of business and technology across the Commonwealth’s Executive Branch, EOTSS oversees and manages the enterprise technology, digital infrastructure and services, as well as the Commonwealth Security Operations Center and an enterprise Standard Operating Environment that includes an information security and risk management framework for over 125 state agencies and over 43,000 state employees.

We directly serve our constituents by providing digital services and tools that enable taxpayers, drivers, businesses, visitors, families and other citizens to do business with the Commonwealth in a way that makes every interaction with government easier, faster, and more secure.

EOTSS is seeking to hire a Assistant Director of Deskside Support/VIP Services that will be responsible for leading the daily operations and management of end‑user deskside and VIP support services. This role is responsible for the design, architecture, and oversight of the end‑user computing environment, including the development and maintenance of technology standards aligned with best practices in the industry. The Assistant Director manages the technology roadmap, recommends and implements solutions that support business strategy, and ensures governance and compliance with established standards.

Working closely with IT and business stakeholders, this leader serves as a subject‑matter expert in end‑user computing technologies and drives the delivery of high‑quality, customer‑focused solutions. The role also oversees the VIP support program, which extends beyond traditional desktop support services. This position reports to the Senior Director of End User Services.

The primary work location for this role will be at 200 Arlington Street, Chelsea, Massachusetts 02150. The work schedule for this position is Monday through Friday, 9:00 AM to 5:00 PM EST. This position would be expected to follow a hybrid model of reporting to work that combines in‑office workdays and work from home days as needed.
Occasional travel to local offices may be required.

All offers of employment into this position are conditional and subject to passing: a Massachusetts Criminal Background Check (CORI); a security clearance (fingerprinting) consistent with IRS and/or public safety requirements; and security training.

• Effectively manage departmental operations in alignment with established goals and objectives.
• Foster a collaborative and high‑performing team environment through motivation, mentorship, and engagement.
• Consistently deliver results within established timelines and performance metrics.
• Drive continuous improvement in processes, service quality, and overall performance.
• Remain flexible and responsive to changes in procedures, technology, and organizational structure.
• Demonstrate a strong commitment to understanding and meeting customer needs, ensuring appropriate and timely responses.
• Proactively identify potential challenges and develop strategic solutions.
• Set clear expectations and goals, provide constructive feedback, and recognize achievements.
• Support staff development through coaching, resources, and professional growth opportunities.
• Address performance issues appropriately while fostering an inclusive and supportive team culture.

• Oversee all Deskside and VIP Support operations, including planning, implementation, deployment, maintenance, and ongoing support.
• Establish and enforce operational procedures, guiding analysts on incident identification, triage, troubleshooting, escalation, and resolution.
• Monitor ticket queues to ensure performance standards are met and identify trends or training opportunities.
• Track and report on service metrics to measure effectiveness,…