IT Systems Specialist I

Clearway Pain Solutions

. Serve as the first point of contact for help desk calls, tickets, chats, and walk-ups .

Posted 11/4/2026full-timeAnnapolis • Maryland • United StatesJunior💰 $55,000 - $60,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates proficiency in IT support, particularly with Windows and macOS systems, Microsoft 365 applications, and ticketing systems. Capable of troubleshooting technical issues, providing excellent customer service, and adhering to HIPAA and security policies.

Highest-signal resume keywords

IT Support ExperienceMicrosoft 365 ProficiencyWindows 10/11 KnowledgeTicketing System FamiliarityBasic Networking Understanding

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

TroubleshootingAccount AdministrationDevice ProvisioningNetwork TroubleshootingTechnical Issue DiagnosisTyping SkillsEHR SupportMicrosoft IntuneMicrosoft Entra IDDevice Compliance

Soft Skills

Excellent Communication SkillsCustomer ServiceOrganizational SkillsProblem-Solving AbilityAttention to Detail

Tools & Technologies

Microsoft 365Ticketing SystemRemote Support ToolsDialpad Phone SystemKnowledge-Base Articles

Certifications & Qualifications

CompTIA A+ (Preferred)

Industry Keywords

HIPAA ComplianceHealthcare TerminologyPatient Information SystemsIT Asset InventoryOn-Call Support

Tech Stack

Tools & technologies

DNSMacOS

About the role

Key responsibilities & impact

Serve as the first point of contact for help desk calls, tickets, chats, and walk-ups
Log every request in the ticketing system with accurate detail
Troubleshoot and resolve first-level issues with Windows and macOS workstations, laptops, tablets, mobile devices, printers, scanners, and peripherals
Perform account administration in Microsoft Entra ID and Microsoft 365, including password resets, MFA registration, account unlocks, group membership, and license assignment
Support Microsoft 365 applications, including Outlook, Teams, OneDrive, and SharePoint
Enroll, provision, and troubleshoot devices in Microsoft Intune and confirm device compliance before user handoff
Provide basic end-user support for the EHR, Dialpad phone system, and other business applications
Escalate vendor-specific, unresolved, or complex issues to an IT Systems Specialist II or appropriate vendor with complete documentation
Execute new-hire onboarding and termination offboarding checklists with HR, including device setup, account creation, and access removal
Image, deploy, collect, and retire IT equipment; maintain accurate IT asset inventory
Perform basic network troubleshooting at sites, including connectivity, Wi-Fi, cabling, and power cycling
Follow HIPAA, privacy, and security policies when handling devices, accounts, and patient-information systems
Contribute to and follow knowledge-base articles and standard operating procedures
Communicate with users throughout incidents, including status updates, resolution confirmation, and planned-change or outage notices
Travel to clinic locations for on-site support, equipment deployments, and site openings
Participate in after-hours on-call rotation and planned maintenance windows
Check work email and ticket queue regularly throughout the workday
Complete required trainings and in-services
Perform other duties as assigned

Requirements

What you’ll need

High School Diploma or equivalent WITH one (1) year of IT support or help desk experience; OR an equivalent combination of education and/or experience
Working knowledge of Windows 10/11 and macOS
Proficiency with Microsoft 365 (Outlook, Teams, Word, Excel, PowerPoint, OneDrive)
Familiarity with a ticketing system and remote support tools
Basic understanding of networking concepts (IP addressing, DNS, Wi-Fi)
Excellent written and oral communication skills, including exceptional customer service
Ability to establish and maintain effective working relationships with doctors, clinical staff, co-workers, and the public
Ability to work individually and within a team
Ability to follow verbal and written instructions
Ability to work a flexible schedule, including after-hours on-call coverage
Ability to respond with patience and understanding during stressful conditions related to patient health and emergent situations
Ability to multitask and prioritize
Extreme attention to detail
Strong organizational skills
Problem-solving and reasoning ability
Ability to meet predefined quality standards
Professional attitude and appearance
Understanding of how IT relates to business strategy and stakeholder goals
Ability to diagnose and resolve basic technical issues
Understanding of support tools, techniques, and technology used to provide IT services
Typing skills sufficient for quick and accurate service-request entry
Working knowledge of Windows 10/11 and macOS
None of the certificates, licenses, or registrations are required; CompTIA A+ preferred
Preferred: working knowledge of healthcare and medical terminology
Preferred: Associate's Degree or coursework in Information Technology or related field
Preferred: experience supporting Microsoft 365, Entra ID, or Intune
Preferred: experience supporting an EHR or other clinical application
Reliable transportation and a valid driver's license
Travel may be up to 50%

Benefits

Comp & perks

PTO: Up to 96 hours in first year (pro-rated based on start date)
7 paid holidays: New Year’s Day, Memorial Day, Independence Day, Labor Day, Thanksgiving, Day After Thanksgiving, Christmas Day
401(k) with employer match
Medical insurance (single and family)
Dental insurance (single and family)
Vision insurance (single and family)
Short-Term Disability
Long-Term Disability
Basic Life/AD&D
Employee Assistance Program
Voluntary Life insurance
Accident insurance
Critical Illness insurance
Hospital Indemnity insurance
Non-exempt hourly position eligible for overtime pay in accordance with applicable law
Reliable transportation and valid driver's license; travel may be up to 50%