Senior IT Support Analyst (AI)

Location: Hybrid; required to work from the Boston office at least 3 days per week, with remote work on other days. Occasional travel of less than 20%, physical equipment and cabling tasks, and the ability to lift up to 30 pounds occasionally are required.

Salary: $80,000–$100,000 per year.

Company

hirify.global is a healthcare technology company providing SaaS platforms and solutions that improve pharmacy benefit management, connect the pharmacy ecosystem, and help enterprise clients and consumers optimize prescription costs.

What you will do

• Provide primary on-site and remote IT support for Boston employees and executives, manage the ticket queue against SLA targets, and escalate complex issues when required.
• Provision and support Windows and macOS endpoints, mobile devices, printers, scanners, A/V and conferencing equipment, user accounts, MFA, software, hardware inventory, and physical access systems.
• Support AWS, Azure, GCP, Windows 365, Google Workspace, Okta, Entra ID, and Active Directory administration, including identity lifecycle, group membership, and SSO troubleshooting.
• Write and maintain PowerShell and Python automation scripts in GitHub, use AI tools to improve scripting and documentation, and evaluate IT tools and integrations.
• Support office switches, firewalls, wireless access points, LAN, Wi-Fi, VPN, cabling, and patching while escalating complex network engineering work.
• Maintain documentation, runbooks, knowledge-base content, security controls, compliance with SOC 1, SOC 2, HIPAA, HITRUST, and ISO 27001, and deliver internal training.

Requirements

• 3+ years of IT experience focused on end-user support, with hands-on systems administration and networking exposure.
• Proficiency with Windows, macOS, Intune, and JAMF.
• Hands-on experience with Google Workspace, Okta, Windows 365, and Active Directory.
• Working knowledge of AWS, Azure, and GCP, plus foundational cloud networking knowledge including DNS, VPNs, TCP/IP, RBAC, SAML, and OIDC.
• Basic familiarity with firewalls, managed switches, wireless access points, port configuration, access-point troubleshooting, and firmware updates.
• Demonstrated proficiency in PowerShell and/or Python, with the ability to independently build, maintain, and document IT automation solutions.
• Professional experience using AI productivity and coding tools such as Claude, Microsoft Copilot, or GitHub Copilot in real IT workflows.
• Excellent communication, customer-service, organization, prioritization, independence, attention to detail, and ability to manage multiple responsibilities in a fast-paced environment.
• Proficiency with Jira and Confluence, plus familiarity with physical access control platforms such as Brivo.

Nice to have

• CompTIA A+, Network+, AWS, Cisco, Azure, ITIL, or similar certifications or experience with ITIL practices.
• Experience in regulated industries such as health tech or finance.
• Prompt engineering, LLM-powered workflow automation, or experience building or integrating AI agents or assistants into IT processes.
• Experience with unified communications or telephony systems.

Culture & Benefits

• Hybrid work with at least three days per week in the Boston office and a professional home-office setup with reliable internet for remote days.
• Professional business-casual attire is required on-site, including when working with executives and business stakeholders.
• Ongoing training and self-development are expected, along with knowledge sharing and support for team initiatives.
• Equal opportunity and affirmative action employment practices support a diverse and collaborative workforce.