Sr. Technology Helpdesk Technician – Executive Support

About the role

The Senior Helpdesk Technician – Executive Support delivers hands-on, high-quality technical support to executives and senior leadership at our Georgetown office. This role demands exceptional customer service instincts above all else. The ideal candidate brings a deskside support background, polished communication skills, and the ability to reprioritize on the fly as executive needs shift throughout the day.

Responsibilities

• Provide in-person and phone-first technical support to executives and senior staff at the Georgetown office
• Support executive and large-scale meetings and events, including AV setup, troubleshooting, and on-site assistance
• Perform new hire builds, PC replacements, imaging, and software deployments
• Support and troubleshoot Windows OS, Microsoft 365/Office applications, and related productivity tools
• Manage and troubleshoot endpoints using SCCM/Intune and Azure Active Directory
• Handle printer support, peripheral management, and general deskside hardware issues
• Participate in on-call rotation and respond to escalated or time-sensitive issues
• Assist with light project management tasks including tracking, coordination, and follow-through on IT initiatives
• Maintain accurate documentation of issues, resolutions, and asset information
• Serve as an escalation resource for less experienced helpdesk staff

Requirements

• Customer-first instinct. In-person or on the phone is your first move, not a chat window or ticket queue.
• Executive presence. Strong communicator, punctual, and polished. You represent IT at the highest levels of the organization.
• Adaptability. Priorities will shift — sometimes mid-task.
• Strong work ethic.
• 5 years of helpdesk or deskside support experience; deskside/field support backgrounds strongly preferred over pure service desk roles
• Strong working knowledge of Windows 10/11, Microsoft 365, and common enterprise business applications
• Hands-on experience with endpoint management tools such as SCCM/Intune and Azure Active Directory
• Demonstrated ability to support AV systems for meetings and events
• Excellent verbal communication skills — comfortable engaging with senior executives and leadership
• Ability to manage competing priorities in a fast-paced, executive-facing environment
• Availability for on-call rotation and the 7:00 AM – 3:30 PM in-office shift at our Georgetown location

Preferred Qualifications

• Previous experience supporting C-suite executives or senior leadership in a corporate environment
• Light project management experience — tracking tasks, coordinating with vendors or teams, managing timelines
• Experience with new hire onboarding builds, PC refresh/replacement programs, and software deployments

Valued Certifications

Not required, but candidates holding any of the following will stand out:

• CompTIA A+
• CompTIA Network+
• CompTIA Security+
• Microsoft certifications focused on Microsoft 365 or Windows OS support
• ITIL Foundation

Benefits

When it comes to the basics, we have you covered:

• Competitive pay
• 401(k) with employer match and profit-sharing plan
• Paid time off and holidays
• Comprehensive medical, prescription, dental, and vision with low or zero deductible options and low out of pocket maximums

People come first at McKinstry, and we go beyond the basic benefits with:

• Family formation benefits, including adoption and IVF assistance
• Up to 16 weeks paid parental leave
• Transgender inclusive benefits
• Commuter benefits
• Pet insurance
• “Building Good” paid community service time
• Learning and advancement opportunities via McKinstry University
• McKinstry Moves onsite gyms or reimbursement for remote workers

Pay

The pay range for this position is $64,900 - $94,100; however, base pay offered may vary depending on job-related knowledge, skills, and experience. This is a non-exempt role and will be paid hourly. A bonus may be provided as part of the compensation package.

Schedule

This role requires availability for an on-call rotation and the 7:00 AM – 3:30 PM in-office shift at our Georgetown location.