IT Systems Specialist II

Clearway Pain Solutions Institute; Annapolis (MD); On-site; USD 70,000 - 75,000; Full time

Job summary

Clearway Pain Solutions Institute seeks an IT Systems Specialist II to serve as the escalation point for IT issues across all locations, administering core systems and leading site deployments. The role mentors IT Systems Specialist I staff, maintains security and HIPAA-compliant operations, and coordinates with vendors to ensure reliable network and cloud services.

The ideal candidate has hands-on Windows, Microsoft 365, Entra ID/Intune experience, strong communication, and the ability to

Qualifications

• High School Diploma or equivalent WITH three (3) years of related IT support or systems administration experience; OR an equivalent combination of education and/or experience.
• Hands-on administration of Microsoft Entra ID, Intune, and Microsoft 365.
• Working knowledge of Windows and macOS endpoints, Windows Autopilot, and endpoint security tools.
• Working knowledge of networking: TCP/IP, DNS, DHCP, VLANs, Wi-Fi, firewalls, and VPN.
• Ability to write or adapt basic scripts (PowerShell preferred) to automate routine tasks.
• Proficiency with Microsoft Office software (MS Word, MS Excel, MS PowerPoint, MS Outlook).

Responsibilities

• Resolves escalated tickets and performs root-cause analysis on complex issues.
• Administers Microsoft Entra ID: users, groups, conditional access, MFA, SSO access, and role assignments per procedures.
• Administers Microsoft Intune: configuration and compliance policies, app deployment, Windows Autopilot, update rings, and device lifecycle management.
• Maintains Microsoft 365 services including Exchange Online, Teams, SharePoint, and OneDrive.
• Maintains WAN and LAN connectivity; coordinates with vendors to resolve outages.
• Supports the EHR, Dialpad, and other business apps at administrator level; liaises with vendor support.
• Monitors security alerts and HIPAA-compliant incident documentation.
• Plans and leads deployments for new/relocated clinic sites; sets up equipment, network, and printers.

Skills

Entra ID

Intune

Microsoft 365

Windows/macOS

Autopilot

Networking

PowerShell

MS Office

Education

High School Diploma or equivalent

Tools

Azure

Job description

The IT Systems Specialist II is the escalation point for issues IT Systems Specialist I staff cannot resolve, covering endpoints, identity, cloud services, networks, and vendor-specific hardware and software across all Clearway Pain locations. This role administers core systems, leads site deployments and assigned projects, and mentors IT Systems Specialist I staff to raise first-contact resolution.

Essential Duties and Responsibilities:

• Resolves escalated tickets from IT Systems Specialist I staff, performing root-cause analysis on recurring or complex issues.
• Administers Microsoft Entra ID: users, groups, conditional access, MFA, SSO application access, and role assignments per change procedures.
• Administers Microsoft Intune: configuration and compliance policies, app deployment, Windows Autopilot, update rings, and device lifecycle management.
• Administers Microsoft 365 services, including Exchange Online, Teams, SharePoint, and OneDrive.
• Maintains WAN and LAN connectivity at the network level: switches, wireless, firewalls, VPN, and site circuits; works with network and carrier vendors to resolve outages.
• Supports the EHR, phone system (Dialpad), and other business applications at the administrator level; serves as liaison with vendor support.
• Supports Microsoft Azure and hosted cloud services, including backup and disaster recovery solutions.
• Monitors security alerts and endpoint protection; responds to and documents security incidents in line with HIPAA requirements.
• Plans and leads technology deployments for new and relocated clinic sites, including equipment, network, and printer setup.
• Leads or supports assigned IT projects and ensures timely, thorough completion.
• Trains, mentors, and onboards IT Systems Specialist I staff; reviews escalations to identify training needs and ensure accurate follow-through.
• Writes and maintains knowledge base articles, standard operating procedures, and system and network documentation.
• Supports IT asset management and the inventory system, including procurement requests and equipment lifecycle planning.
• Participates in after-hours on-call rotation and planned maintenance windows as scheduled.
• Communicates with users and stakeholders as required, including incident progress and notice of impending changes and outages.
• Checks work e-mail and the ticket queue regularly throughout the workday.
• Participates in and completes all required trainings and in-services.
• Performs other duties as assigned.

Qualifications:

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Minimum Education and/or Experience

High School Diploma or equivalent WITH three (3) years of related IT support or systems administration experience; OR an equivalent combination of education and/or experience.

Computer Skills:

• Hands-on administration of Microsoft Entra ID, Intune, and Microsoft 365.
• Working knowledge of Windows and macOS endpoints, Windows Autopilot, and endpoint security tools.
• Working knowledge of networking: TCP/IP, DNS, DHCP, VLANs, Wi-Fi, firewalls, and VPN.
• Ability to write or adapt basic scripts (PowerShell preferred) to automate routine tasks.
• Proficiency with Microsoft Office software (MS Word, MS Excel, MS PowerPoint, MS Outlook).

Certificates, Licenses, Registrations:

None required. One or more of the following preferred: Microsoft 365 Certified: Endpoint Administrator Associate, CompTIA Network+, or CompTIA Security+.

Other Qualifications:

• Must have excellent written and oral communication skills, including exceptional customer service.
• Must be able to establish and maintain effective working relationships with doctors, clinical staff, other co-workers and the public.
• Must be able to work individually as well as within a team.
• Must be able to follow both verbal and written instructions.
• Must be able to work a flexible schedule, including after-hours on-call coverage.
• Must be able to respond with patience and understanding during stressful conditions related to patient health and emergent situations.
• Must be able to multi-task and prioritize.
• Must demonstrate extreme attention to detail.
• Must possess strong organization skills.
• Must be able to problem solve and use reasoning.
• Must be able to meet predefined quality standards.
• Must maintain and project a professional attitude and appearance at all times.
• Must be able to understand how IT relates to the business strategy and goals of key stakeholders within the organization.
• Must be able to diagnose and resolve complex technical issues.
• Must be able to understand various support tools and techniques, and how technology is used to provide IT services.
• Must have typing skills sufficient to ensure quick and accurate entry of service request details.
• All staff are expected to have a strong desire to provide excellent customer service; to comply with the rules and regulations of those organizations to which we are accountable; to have high ethical and professional standards of conduct; and to have an attitude of wanting to continuously improve their own professional performance.

Preferred Qualifications:

• Working knowledge of the healthcare field and medical specialty, as well as medical terminology.
• Bachelor's Degree from an accredited college or university in a related field of study.
• One (1) year working with Microsoft Azure.
• Experience supporting HIPAA-regulated environments and EHR systems.

Driving/Travel:

The employee must have reliable transportation and a valid driver's license. Travel for this position may be up to 50%. While the primary workplace may be closest to the employee's home, work assignments could be in any of the Company's locations.

Compensation and Benefits:

• Pay Range: $70,000/year - $75,000/year
• PTO: Up to 96 hours in first year (pro-rated based on start date)
• Holidays: 7 (New Year’s Day, Memorial Day, Independence Day, Labor Day, Thanksgiving, Day After Thanksgiving, Christmas Day)
• Retirement: 401(k) with employer match
• Health Benefits: Medical (single and family), Dental (single and family), Vision (single and family)
• Other Company-Paid Benefits: Short-Term Disability, Long-Term Disability, Basic Life/AD&D, Employee Assistance Program
• Other Voluntary Benefits: Voluntary Life, Accident, Critical Illness, Hospital Indemnity
• Other Compensation: This position is non-exempt (hourly) and eligible for overtime pay in accordance with applicable law. Overtime is not guaranteed. This position is not eligible for bonus, commission, incentive, or shift differential pay.