Systems Administrator II

Trucordia is seeking a Systems Administrator to support, maintain, and enhance core enterprise IT systems across a growing organization. This role oversees day-to-day administration of Microsoft 365, Active Directory, Microsoft Entra ID, Exchange Online, Intune, endpoint management, identity services, and related platforms.

This position also supports post-acquisition IT integrations by onboarding newly acquired agencies into Trucordia’s standardized environment, including migrations, identity cleanup, endpoint onboarding, and system alignment. The ideal candidate is a hands-on administrator with strong troubleshooting skills, solid Microsoft 365 experience, and the ability to work effectively in complex environments.

This mid-level role requires someone who can work independently, resolve escalated issues, document work clearly, and contribute to broader integration efforts. We are seeking someone that is dependable, security-minded, and capable of delivering consistent, high-quality support.

Duties & Responsibilities

Administer and support core enterprise systems including Active Directory, Microsoft Entra ID, Exchange Online, Intune, SharePoint, OneDrive, Teams, and other Microsoft 365 services.
Manage identities, user accounts, groups, licenses, mailboxes, permissions, devices, policies, and access controls across enterprise platforms.
Lead and support tenant-to-tenant migrations across Microsoft 365 services using tools such as AvePoint, BitTitan MigrationWiz, Quest, ShareGate, or similar solutions.
Assist with post-acquisition IT integrations including identity alignment, directory cleanup, endpoint onboarding, mailbox migration, access management, and platform standardization.
Troubleshoot issues across identity, authentication, mail flow, DNS, endpoint management, device compliance, and user access while partnering with internal IT teams to resolve escalations.
Develop and execute PowerShell scripts to support automation, reporting, provisioning, license management, validation, and migration activities.
Monitor system health, service availability, and alerts; support security and compliance standards; and perform regular system maintenance including patching, updates, and change control.
Create and maintain documentation and support materials; provide post-migration and operational support; identify process improvements; and help standardize tools, policies, and procedures across acquired organizations.

Bachelor’s degree in Information Technology, Computer Science, or related field, or equivalent professional experience.
4+ years of systems administration, infrastructure, or enterprise IT experience.
Hands-on experience administering Microsoft 365 services, including Active Directory, Microsoft Entra ID, Exchange Online, SharePoint, OneDrive, Teams, and Intune.
Experience managing users, groups, permissions, mailboxes, licensing, devices, policies, and access controls.
Strong troubleshooting skills across identity, authentication, mail flow, DNS, endpoint management, licensing, and Microsoft 365 services.
Working knowledge of PowerShell for administration, automation, and reporting.
Experience with endpoint management, device compliance, application deployment, and configuration management.
Strong documentation and communication skills, with the ability to manage multiple priorities and collaborate across technical teams, vendors, and end users; willingness to travel up to 10 to 20 percent as needed.

Preferred Qualifications

Experience supporting Microsoft 365 tenant-to-tenant or large-scale email and collaboration migrations using tools such as AvePoint, BitTitan MigrationWiz, Quest, ShareGate, or similar platforms.
Experience supporting IT integrations related to mergers, acquisitions, business consolidations, or platform standardization efforts.
Experience in regulated industries such as insurance, financial services, healthcare, or legal, with insurance industry experience preferred.
Microsoft certifications related to Microsoft 365, identity, messaging, endpoint management, security, or Azure.
Experience with Microsoft security and compliance tools, including Conditional Access, Defender, Purview, retention, eDiscovery, and data loss prevention.
Experience with Intune and endpoint solutions, including Autopilot, policy management, security baselines, device lifecycle management, and familiarity with ITSM platforms such as ServiceNow or Jira Service Management.

Please see our company Benefits:

Medical, Dental, Vision
Life and AD&D insurance
FSA / HSA
Commuter & Child Care FSA
Cancer Support Benefits
Pet Insurance
Accident & Critical Illness
Hospital Indemnity
Employee Assistance Program (EAP)
11 Paid Holidays
Flexible PTO
401K

Trucordia Insurance Services, LLC and its affiliates (collectively, the “Company”) is aware of scams involving false offers of employment with the Company. The false offers use fake websites, email addresses, group chats and text messages. The Company does not (a) interview prospective candidates via instant message or group chat; (b) request banking or credit card information during the interview process; or (c) require candidates to purchase products or services or process payments on its behalf as a condition of any employment offer.

Trucordia is an equal opportunity employer. We believe that every employee has the right to work in an environment that is free from all forms of discrimination. It is our policy that all decisions involving any aspect of the employment relationship such as hiring, compensation and training, promotions, transfers, discipline, and termination will be based on merit, qualifications, and abilities. Such decisions will be made without regard to age, ancestry, color, race, national origin, disability, protected medical condition, genetic information, military service, veteran status, citizenship status, religion, creed, sex, gender, gender identity, sexual orientation, pregnancy, childbirth, marital status, or any other condition, characteristic or activity protected by law. Discrimination based on any of these factors is contrary to our operating philosophy. Attention Recruitment Agencies: Trucordia does not accept unsolicited resumes from any agencies that have not signed a mutual service agreement. All unsolicited resumes will be considered property of Trucordia, and we will not be obligated to pay a referral fee. This includes resumes submitted directly to hiring managers without contacting Trucordia's Talent Acquisition Department.