Systems Administrator II

Location: San Diego, CA

Time Type: Full time

Job Description

Are you looking to make an impactful difference in your work, yourself, and your community? Why settle for just a job when you can land a career? At ICW Group, we are hiring team members who are ready to use their skills, curiosity, and drive to be part of our  journey as we strive to transform the insurance  carrier space. We're proud to be in business for over 50 years, and its change agents like yourself that will help us continue to deliver our mission to create the best insurance experience possible.

Headquartered in San Diego with regional offices located throughout the United States, ICW Group has been named for ten consecutive years as a Top 50 performing P&C organization offering the stability of a large, profitable and growing company combined with a focus on all things people. It's our team members who make us an employer of choice and the vibrant company we are today. We strive to make both our  internal and external communities better everyday! Learn more about why you want to be here!

PURPOSE OF THE JOB

The purpose of the Systems Administrator II is to ensure that ICW Group’s computing environment and infrastructure technologies are properly administered and maintained in support of the company’s computer operations. This role exists to define procedures for monitoring, evaluating, diagnosing and establishing a work plan to resolve system issues.

ESSENTIAL DUTIES AND RESPONSIBILITIES

Administers, maintains and upgrades computing systems.

• Deploys and installs new software releases and system upgrades.

• Evaluates and installs patches and resolves software related problems.

• Implements, and administers Microsoft Power Platform solutions, including Power Automate, Power Apps, and Power BI, to enable workflow automation, application development, and data-driven insights across the organization.

• Designs and implements AI-driven automation and AIOps solutions to improve system reliability, operational efficiency, and service quality.

• Develops and maintains automation workflows and scripts (e.g., PowerShell, Python, Ansible, Power Automate) to support provisioning, configuration, patching, and routine operational tasks.

• Leverages AI and analytics for proactive monitoring, anomaly detection, event correlation, automated incident response and root cause analysis.

• Monitors and reports on automation effectiveness using operational metrics (e.g., incident reduction, MTTR improvement, productivity gains) and evaluates emerging AI technologies for operational value.

• Performs system backups and recovery.

• Maintains and monitors system configuration.

• Provides 2nd and 3rd Tier technical support and problem resolution.

• Implements and maintains current and future ICW Group computing technologies.

• Administers the maintenance of account management processes using Active Directory, LAN based user application systems, enterprise messaging and collaboration technologies, and enterprise data storage environment where applicable.

Defines procedures for monitoring, evaluating, diagnosing, and establishing a work plan to resolve system issues.

• Assists in the research, development, and testing of new computing technologies in support of ICW Group business operations.

• Implements and maintains Configuration Management practices and documentation for all hardware, operating systems, and application software systems.

• Maintains a systems business impact assessment to be used for emergency recovery purposes.

Troubleshoots and supports internal teams.

• Maintains system documentation.

• Applies revisions to host system firmware and software.

• Partners with business and other IT teams to implement a systems business impact assessment.

SUPERVISORY RESPONSIBILITIES

This role does not have supervisory responsibilities.

EDUCATION AND EXPERIENCE

• Bachelor's degree preferred in Computer Science, Information Systems, or related field.  

• Minimum 5 years of related experience; or equivalent combination of education and experience required.

• Experience in a M365 Sharepoint Online environment required. A365 “Agentic” experience preferred.

CERTIFICATES, LICENSES, REGISTRATIONS

Current Microsoft MCSE certification.

KNOWLEDGE AND SKILLS

• Demonstrates strong problem-solving and analytical skills to identify root causes and develop effective solutions using multiple resources and logical analysis.

• Possesses solid knowledge of networking and infrastructure concepts, including operating systems, protocols, and directory services.

• Proficient in scripting and advanced troubleshooting, with a strong understanding of application and system behavior to deploy, configure, support, and continuously optimize performance.

• Experience supporting enterprise environments of 500+ users in virtualized and co-location data center environments, including VMware ESXi.

• Proven ability to administer and support Microsoft-based enterprise platforms, along with enterprise backup and recovery solutions.

• Experience with automation and configuration management tools such as Ansible, Chef, Puppet, or similar orchestration and scheduling platforms is preferred.

PHYSICAL REQUIREMENTS 

This job operates in a professional office environment.  While performing the duties of this job, the employee is regularly required to talk or hear. The employee frequently will sit, stand, walk, and bend during working hours. Requires manual and finger dexterity and eye-hand coordination. Required to lift and carry up to 50 lbs. Requires normal or corrected vision and hearing corrected to a normal range. Ability to work overtime and on nights and weekends, as needed. Requires ability to take part in on-call rotations.

WORK ENVIRONMENT 

This position operates in an office environment and requires the frequent use of a computer, telephone, copier, and other standard office equipment.

We are currently not offering employment sponsorship for this opportunity.

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The current range for this position is

This range is exclusive of fringe benefits and potential bonuses.  If hired at ICW Group, your final base salary compensation will be determined by factors unique to each candidate, including experience, education and the location of the role and considers employees performing substantially similar work.

WHY JOIN ICW GROUP? 

• Challenging work and the ability to make a difference 

• You will have a voice and feel a sense of belonging 

• We offer a competitive benefits package, with generous medical, dental, and vision plans as well as 401K retirement plans and company match 

• Bonus potential for all positions 

• Paid Time Off

• Paid holidays throughout the calendar year 

• Want to continue learning? We’ll support you 100% 

ICW Group is committed to creating a diverse environment and is proud to be an Equal Opportunity Employer. ICW Group will not discriminate against an applicant or employee on the basis of race, color, religion, national origin, ancestry, sex/gender, age, physical or mental disability, military or veteran status, genetic information, sexual orientation, gender identity, gender expression, marital status, or any other characteristic protected by applicable federal, state or local law.

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