Senior Information Technology Support Analyst

RxSense LLC; Boston (MA); Hybrid; USD 90,000 - 130,000; Full time

Benefits offered by this job

Hybrid work — 3 days in Boston office

Professional home office setup

Job summary

RxSense LLC is seeking an experienced Senior IT Support Analyst to be the primary IT presence in our Boston office. You will own complex end-user issues, drive AI-assisted automation, and contribute to cloud initiatives with the global IT team.

You will manage the IT ticket queue, support Windows/macOS endpoints, and assist with networking, security, and documentation. This role requires collaboration with facilities and security teams and a hybrid in-office schedule.

Qualifications

• 3+ years IT experience focused on end-user support and networking.
• Proficient with Windows and macOS and enterprise endpoint tools (Intune, JAMF).
• Hands-on with Google Workspace, Okta, Windows 365, and Active Directory.
• Working knowledge of AWS, Azure, and GCP for admin tasks; basic cloud networking concepts.
• Basic familiarity with network hardware and routine support tasks.
• Scripting skills in PowerShell and/or Python; experience with AI tools in IT context.
• Familiar with AI productivity tools (Claude, Copilot, GitHub Copilot).
• Excellent communication and ability to work independently in a fast-paced environment.
• Experience with Jira and Confluence for ticketing and documentation.

Responsibilities

• Serve as primary on-site IT resource for Boston staff and provide quality support.
• Manage IT ticket queue and SLA targets; escalate to senior engineers when needed.
• Provision and support Windows and macOS endpoints and devices.
• Support A/V, conferencing equipment, and display tech for meetings.
• Handle user accounts, MFA, and access provisioning; manage inventory and asset records.
• Assist with office moves and workspace setup; manage physical access systems.
• Administer AWS, Azure, and GCP environments with systems engineers.
• Maintain Windows 365 and Google Workspace administration.
• Build and maintain automation scripts; version control with GitHub.
• Create and maintain end-user guides and runbooks with AI-assisted updates.
• Deliver internal training and promote AI-powered IT improvements.

Skills

End-user support

Windows

macOS

Intune

JAMF

Google Workspace

Okta

Windows 365

Active Directory

AWS

Azure

GCP

PowerShell

Python

Claude

Microsoft Copilot

GitHub Copilot

Jira

Confluence

Brivo

Tools

Intune

JAMF

Google Workspace

Okta

Windows 365

Active Directory

AWS

Azure

GCP

PowerShell

Python

Claude

Microsoft Copilot

GitHub Copilot

Jira

Confluence

Brivo

Job description

RxSense is a pharmacy technology platform operating at the intersection of healthcare, data, and consumer experience. We serve pharmacy benefit managers, health plans, and retail pharmacy networks - processing hundreds of millions of prescription transactions annually. At this scale, the quality of our software has direct downstream effects on patient outcomes and cost of care.

Position Summary

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.

Key Responsibilities

• 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 ID, and Active Directory, including account lifecycle, group membership, and SSO troubleshooting.
• Write, own, and maintain automation scripts in PowerShell and Python; manage and version all scripts and tools via GitHub.
• 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 reference materials to improve team proficiency with key platforms and AI-powered capabilities.

Networking & Connectivity

• Support and perform basic configuration of office network hardware including switches, firewalls, and wireless access points; elevate complex network engineering tasks to senior network staff.
• Troubleshoot common connectivity issues across wired LAN, Wi-Fi, and VPN; identify root cause and elevate infrastructure-level problems appropriately.
• Perform cabling, patching, and physical network infrastructure tasks as required.

Compliance & Security

• Ensure compliance with SOC1, SOC2, HIPAA, HITRUST, and ISO 27001 standards in all IT activities.
• Enforce Information Security policies and IT procedures; report suspected policy violations promptly.
• Protect all information in any form and assist with end-user security awareness and training.
• Maintain confidentiality and use sound judgment when handling technical or sensitive matters.
• Document all support interactions and resolutions in the IT ticketing system.
• Create and maintain end-user guides, runbooks, and process documentation.
• Apply AI tools to accelerate the creation and maintenance of documentation, runbooks, and self-service knowledge base content; continuously assess output quality and accuracy.
• Identify gaps in process or documentation and take initiative to close them.
• Stay current with technology trends through ongoing training and self-development.
• Contribute actively to team projects and initiatives by sharing technical knowledge, providing hands‑on assistance, and helping to raise the collective capability of the IT team.

Required Skills & Qualifications

• 3+ years of IT experience centered on end-user support, with hands‑on exposure to systems administration and networking.
• Proficient with Windows and macOS operating systems and enterprise endpoint management tools (Intune, JAMF).
• Hands‑on experience with Google Workspace, Okta, Windows 365, and Active Directory.
• Working knowledge of AWS, Azure, and GCP for systems administration tasks; foundational understanding of cloud networking concepts (DNS, VPNs, TCP/IP, RBAC, SAML, OIDC) sufficient for troubleshooting and cross‑team collaboration.
• Basic familiarity with network hardware (firewalls, managed switches, wireless access points) including routine support tasks such as port configuration, AP troubleshooting, and firmware updates.
• Demonstrated scripting proficiency in PowerShell and/or Python; ability to independently build, maintain, and document automation solutions for IT administration tasks.
• Hands‑on experience using AI productivity and coding tools (e.g., Claude, Microsoft Copilot, GitHub Copilot) in a professional IT context; comfort applying AI to real workflows, not just experimentation.
• Excellent communication skills with a strong customer‑service orientation.
• Ability to work independently, prioritize effectively, and manage multiple responsibilities and projects in a fast‑paced environment.
• Strong organizational skills and attention to detail.
• Proficiency with Jira and Confluence for ticket management, documentation, and internal knowledge management.
• Familiarity with physical access control platforms (e.g., Brivo), including badge provisioning and basic troubleshooting.

Nice to Have

• IT certifications such as CompTIA A+, Network+, AWS, Cisco, or Azure.
• ITIL certification or familiarity with ITIL practices.
• Experience in regulated industries such as health tech or finance.
• Familiarity with prompt engineering or LLM‑powered workflow automation; experience building or integrating AI agents or assistants into IT processes.
• Experience with unified communications or telephony systems.
• Hybrid role - required to be in the Boston office a minimum of 3 days per week; must maintain a professional home office setup including reliable internet for remote work days.
• Occasional physical tasks such as moving equipment, running cables, or configuring hardware in server/network closets.
• Ability to lift and move items weighing up to 30 pounds occasionally.
• Travel required is less than 20%.
• Professional business casual attire is required when working on-site; candidates must be comfortable presenting themselves professionally in an environment that includes executives and business stakeholders.

RxSense believes that a diverse workforce is a more talented and productive workforce. As such, we are an Equal Opportunity and Affidic Action employer. Our recruitment process is free from discriminatory hiring practices and all qualified applicants will be considered for employment without regard to race, color, religion, sex, pregnancy, gender, gender identity, sexual orientation, ancestry, age, national origin, genetic information, disability, or protected veteran status. We believe in the strength of the collaboration, creativity, and sense of community that a diverse workforce brings.