At Olinsky Law Group, we're more than just a place to work. We're a team that values collaboration, growth, and professional development. Guided by our core values of We Care Deeply, We Work Hard, and We Win Together, we're committed to supporting both our clients and one another.

As a Social Security Disability law firm, we rely on technology to keep our team connected, productive, and focused on serving our clients. We're looking for a dependable, solutions-focused IT Support Specialist who enjoys helping others, takes ownership of technical challenges, and is ready to make a meaningful impact while growing with our team.

Are you ready to take the next step in your career?

The IT Support Specialist provides day-to-day technical support to Olinsky Law Group employees and helps ensure the Firm’s technology operates effectively and securely. This position troubleshoots technology issues, supports employee technology needs, and works with internal teams and outside vendors to maintain reliable technology services for both in-office and remote employees.

Responsibilities:

Provide timely and professional technical support to employees, troubleshooting and resolving day-to-day hardware, software, and connectivity issues.
Troubleshoot laptops, monitors, docking stations, printers, scanners, mobile devices, Wi-Fi, VPNs, and other office technology.
Set up and deploy laptops, user accounts, software, and other technology for new hires and complete technology-related offboarding tasks securely and timely.
Administer and support Microsoft 365 applications and services, including Outlook, Teams, OneDrive, SharePoint, and Exchange Online, as well as user accounts, licenses, groups, and multi-factor authentication (MFA).
Manage the Firm’s device fleet through Microsoft Intune, including Windows Autopilot deployment, system updates, and security policies.
Maintain accurate IT asset records, system documentation, and clear procedures for common technical issues and onboarding processes.
Manage and prioritize incoming technology support requests, identify recurring issues, and implement solutions to address underlying problems.
Coordinate with outside technology, internet, cybersecurity, and hardware vendors when additional support or escalation is required.
Assist employees with password resets, MFA enrollment, access issues, and cybersecurity best practices.
Set up and support conference room technology, video conferencing, and presentation equipment as needed.
Provide occasional after-hours support for planned maintenance or urgent technology issues, as needed.
Maintain strict confidentiality and appropriately safeguard employee, attorney, client, and case-related information.
Provide IT support for the Firm’s Orlando office, including remote troubleshooting and coordination of on-site technology needs as necessary.

Education & Experience Required:

Three (3) or more years of hands-on desktop support, help-desk, or IT support experience in an office setting.
Current Microsoft certification in endpoint or Microsoft 365 administration; Microsoft 365 Certified: Endpoint Administrator Associate (MD-102) preferred.
Experience supporting a law firm, accounting firm, healthcare organization, or other professional environment where confidentiality is critical is preferred.
Additional certifications, such as CompTIA A+, Network+, or Security+, are preferred.
Experience working alongside managed service providers (MSPs) and technology vendors is preferred

Additional Expectations:

Strong working knowledge of Windows 11 setup and troubleshooting.
Strong working knowledge of Microsoft 365 administration, including Outlook, Teams, OneDrive, SharePoint, and Exchange Online.
Knowledge of Microsoft Entra ID (Azure AD), multi-factor authentication (MFA), and access management.
Knowledge of Microsoft Intune or a similar endpoint-management platform, including Windows Autopilot.
Knowledge of laptop deployment, software installation, patching, and hardware troubleshooting.
Knowledge of printers, scanners, Wi-Fi, VPNs, docking stations, and basic office networking.
Ability to clearly explain technical issues and solutions to employees with varying levels of technical knowledge.
Strong organizational skills with the ability to maintain documentation, follow through on support needs, and manage details effectively.
Ability to lift and move standard office IT equipment, including laptops, monitors, and small peripherals.
Ability to work full-time, in person at the Syracuse office, with occasional travel to the Firm’s Orlando office and flexibility to address urgent after-hours technology needs, as necessary.
Familiarity with Microsoft 365 Business Premium, Microsoft Defender, conditional access policies, and BitLocker preferred.
Experience with Salesforce/Litify, document-management systems, Foxit PDF, VoIP systems, and office copiers/scanners preferred.

Benefits:

Paid Time Off (PTO)
Company Paid Holidays
Employee Assistance Program
401k Plan (Roth & Pre-Tax)
Dental Insurance
Health Insurance
Life Insurance
Vision Insurance
Short- & Long-Term Disability Insurance
Health Savings Account (HSA)

Olinsky Law Group

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IT Support Specialist