Senior IT Support Analyst Boston, MA

We are a healthcare technology company that provides platforms and solutions to improve the management and access of cost-effective pharmacy benefits. Our technology helps enterprise and partnership clients simplify their businesses and helps consumers save on prescriptions.

As a leader in SaaS technology for healthcare, we offer innovative solutions with integrated intelligence on a single enterprise platform that connects the pharmacy ecosystem. With our expertise and modern, modular platform, our partners use real-time data to transform their business performance and optimize their innovative models in the marketplace.

We are seeking an experienced and motivated Senior IT Support Analyst to join our Boston office. This role is built for a technically well-rounded professional who can own complex, multi-system problems independently, serve as the escalation point for challenging support issues, and apply AI and automation to improve how the team operates and supports end users. You will be the primary IT presence in the Boston office—resolving advanced end-user issues, contributing to infrastructure and cloud initiatives, and actively driving tool improvements and AI integrations alongside the global IT team.

Must be aware of and comply with all aspects of the RxSense Information Security Program and the policies contained therein. Must always understand the importance of maintaining Information Security.

• Serve as the primary on-site IT resource for Boston office staff, delivering prompt, high-quality technical assistance in person and remotely.
• Provide dedicated on-site and remote technical support to executives and office staff, ensuring responsive, and high-quality assistance for time-sensitive needs.
• Manage and own the IT support ticket queue, ensuring timely resolution in accordance with SLA targets; serve as the escalation point for complex and non-standard issues, engaging senior engineers or specialized teams only where scope requires it.
• Provision, configure, and support Windows and macOS endpoints, including laptops, desktops, printers, scanners, and mobile devices.
• Support A/V and conferencing equipment, including video conferencing systems, microphones, and display technology for meetings and presentations.
• Assist with user account management, including password resets, MFA configuration, and access provisioning.
• Manage hardware and software inventory, ensuring accurate and up-to-date asset records.
• Recover and validate assets upon employee separations.
• Assist with physical office equipment moves and workspace setup as needed.
• Administer physical access control systems, including badge provisioning, door reader troubleshooting, and coordination with facilities for access changes.
• Support day-to-day administration tasks across AWS, Azure, and GCP environments, partnering with the systems engineering team on complex changes.
• Perform day-to-day administration of Windows 365 and Google Workspace.
• Support identity and access management tasks across Okta, Entra , and Active Directory, including account lifecycle, group membership, and SSO troubleshooting.
• Write, own, and maintain automation scripts in Power Shell and Python; manage and version all scripts and tools via Git Hub.
• Maintain clear and accurate documentation for all systems, configurations, and procedures.
• Leverage AI tools (e.g., Claude, Microsoft Copilot) to accelerate automation scripting, documentation generation, and workflow improvements across IT operations.
• Conduct deep-dive evaluations of current and prospective IT tools; document findings and present integration and improvement recommendations to the team.
• Develop and deliver internal training sessions and…