Information Technology Specialist

Headfarmer; Gilbert (AZ); On-site; USD 75,000 - 110,000; Full time

Job summary

Headfarmer is seeking a highly skilled IT Specialist to join our technical support team and serve as the primary technology partner for our executive leadership and key external stakeholders.

The role blends deep technical expertise with executive presence to translate complex IT issues into clear business solutions for non-technical leaders, in a fast-paced, confidential environment.

Qualifications

• Bachelor’s degree in Computer Science, Information Technology, or equivalent experience.
• 3+ years IT help desk or technical support experience, with VIP/executive support is ideal.
• Certifications (CompTIA A+/Network+, ITIL, Microsoft 365) are highly desirable.

Responsibilities

• Provide white-glove technical support to C-suite executives and high-level stakeholders.
• Oversee technical setup, testing, and live support for executive meetings and hybrid/virtual events.
• Manage user accounts, permissions, and security groups in enterprise environments (Microsoft 365, Active Directory, Okta, Google Workspace).
• Troubleshoot hardware, software, network, and mobile issues across Windows, macOS, iOS, and Android.
• Document incidents and resolutions in the ticketing system and identify recurring trends.

Skills

Executive Presence

Communication Excellence

Discretion & Integrity

Composure Under Pressure

Education

Bachelor's degree in Computer Science/IT

IT certifications (preferred)

Tools

Microsoft 365

Intune

Jamf

Zoom Rooms

Webex

Job description

We are seeking a highly skilled, articulate, and poised IT Specialist to join our technical support team. In this role, you will do much more than troubleshoot hardware and software issues; you will serve as the primary technology partner for our executive leadership team and key external stakeholders.

The ideal candidate possesses a unique blend of deep technical expertise and exceptional executive presence. You must be comfortable navigating high-pressure situations with calm, confidence, and absolute discretion, translating complex technical issues into clear, actionable business solutions for non-technical leaders.

Key Responsibilities

Executive & Stakeholder Support

• White-Glove Technical Support: Provide dedicated, high-touch technical assistance to C-suite executives, board members, and high-level stakeholders, ensuring minimal downtime for leadership.
• High-Stakes Meeting Readiness: Oversee technical setup, testing, and live support for critical executive meetings, board presentations, and high-profile hybrid/virtual events.
• Relationship Management: Act as a trusted technical advisor to leadership, proactively identifying technology friction points and recommending productivity-enhancing solutions.

Core Technical Operations

• Tier 1-3 Troubleshooting: Diagnose and resolve complex hardware, software, network, and mobile device issues across Windows, macOS, iOS, and Android platforms.
• Systems & Access Administration: Manage user accounts, permissions, and security groups within enterprise environments (e.g., Microsoft 365, Active Directory, Okta, Google Workspace).
• Deployment & Maintenance: Provision, configure, and deploy workstations, laptops, and peripheral equipment. Ensure all executive devices are kept up to date with patch management and security protocols.
• Incident Documentation: Maintain thorough records of IT issues, assets, and resolutions within our ticketing system, identifying recurring trends to improve overall IT efficiency.

Required Qualifications & Skills

Professional Presence & Communication

• Executive Presence: Demonstrated ability to interact with senior leadership with high emotional intelligence, confidence, and a polished, professional demeanor.
• Communication Excellence: Exceptional verbal and written communication skills, with a proven ability to explain technical concepts simply and clearly to high-level stakeholders.
• Discretion & Integrity: Absolute commitment to maintaining confidentiality and handling sensitive corporate data with the utmost discretion.
• Composure Under Pressure: A track record of staying calm, focused, and resourceful during critical system outages or time-sensitive executive requests.

Technical Requirements

• Experience: 3+ years of IT help desk or technical support experience, with at least 1 year specifically dedicated to supporting executive or VIP users.
• Enterprise Tools: Strong working knowledge of Microsoft 365, enterprise video conferencing platforms (Zoom Rooms, Webex), and MDM tools (Intune, Jamf).
• Networking Basics: Solid understanding of TCP/IP, DNS, VPNs, and troubleshooting corporate Wi-Fi/remote connectivity issues.
• Education/Certifications: A Bachelor’s degree in Computer Science, Information Technology, or equivalent experience. Relevant certifications (CompTIA A+/Network+, ITIL, Microsoft 365 Certified) are highly desirable.