Desktop Systems Administrator II

Five9•Irving, TX

3h•$72,100 - $200,200•Hybrid

About The Position

The Desktop Systems Administrator II is an advanced Tier II escalation point responsible for deploying, maintaining, and supporting enterprise endpoint hardware, operating systems, and core productivity applications. The role works closely with Service Desk and Infrastructure teams to ensure high availability, improve standard operating procedures, and provide high-touch technical support to on-site, remote, and executive personnel. The position supports Windows and macOS environments, endpoint provisioning and management, identity and access administration, IT asset lifecycle operations, and office technology setups. It also provides executive and event support, helps resolve critical incidents, and collaborates with Infrastructure, Security, and Desktop Engineering teams to improve operations and enforce IT standards. The posting contains conflicting work-location details: it first says five days per week in the Dallas, Texas office, then describes the role as hybrid with three required office days per week (Tuesday, Wednesday, and Thursday).

Requirements

Bachelor’s degree in Information Technology, Computer Science, or equivalent practical experience.
At least 5 years of progressive end-user computing or desktop support experience.
At least 2 years of dedicated VIP or executive-level technical support experience.
Deep administration knowledge of Windows and macOS, and experience with Microsoft 365, Google Workspace, Adobe Creative Cloud, Slack, and Zoom.
Comprehensive knowledge administering devices through MDM/UEM platforms such as Microsoft Intune/Endpoint Manager, Jamf Pro, or SCCM.
Practical experience managing users, access permissions, and device compliance in Microsoft Entra ID (Azure AD) and Okta.
Strong understanding of enterprise networking protocols and services, including TCP/IP, DNS, DHCP, VPN, and Wi-Fi 802.1x.
Outstanding written and verbal communication skills, including the ability to explain complex technical concepts clearly to non-technical stakeholders.
Ability to physically lift, rack, move, and deploy hardware weighing up to 50 lbs.

Nice To Haves

CompTIA A+, Network+, or Security+ certification.
Microsoft 365 Certified: Endpoint Administrator Associate certification.
Jamf Certified Associate certification.
Working knowledge of PowerShell, Bash, or Python for desktop administration and deployment automation.
Fundamental knowledge of Claude, ChatGPT, Gemini, or other AI platforms.
Familiarity with the ITIL framework and ticketing workflows such as ServiceNow or Jira Service Management.

Responsibilities

Act as a Tier II escalation point for complex incidents and service requests involving hardware, software, VPN, mobile devices, peripherals, and network connectivity across Windows and macOS.
Provide urgent, high-touch technical support to senior leadership and administrative staff while minimizing business disruption.
Monitor, prioritize, and resolve ticket queues within established SLAs, and participate in an on-call rotation for critical after-hours incidents and outages.
Configure, test, and facilitate audio/video conferencing solutions for executive presentations and company-wide meetings.
Work with IT Engineering teams as on-site hands and eyes for infrastructure, including networking equipment and servers.
Deploy, configure, and maintain laptops, desktops, and mobile devices using enterprise management tools.
Administer user accounts, groups, and device policies in Microsoft Entra ID (Azure AD) and Okta.
Use scripting or AI technologies to automate repetitive administrative workflows and system maintenance tasks.
Coordinate and execute IT workspace setups, office reconfigurations, and moves, adds, and changes.
Manage hardware lifecycle activities, including procurement staging, bench testing, provisioning, secure data sanitization or wiping, and e-waste disposal.
Maintain inventory and stock levels for hardware, peripherals, and accessories across local depots.
Document and standardize operating procedures, knowledge base articles, and end-user self-service guides to increase First Contact Resolution rates.
Partner with Infrastructure, Security, and Desktop Engineering teams to identify operational gaps, roll out technology updates, and enforce IT standards.

Benefits

Health, dental, and vision coverage beginning on the first day of employment; Five9 covers 100% of the employee portion and shares a high portion of dependent costs.
Short- and long-term disability coverage.
Basic life insurance.
401(k) savings plan with employer matching.
Access to a mental health support platform offering therapy, coaching, and self-guided mindfulness resources for covered employees and dependents.
Employee stock purchase plan.
Paid time off.
Company-paid holidays.
Paid volunteer hours.
12 weeks of paid parental leave.
The compensation package may include an annual performance bonus, stock, and/or other applicable incentive compensation plans.