Director, IT Operations chez COMPSOURCE MUTUAL INSURANCE COMPANY

Description

CompSource Mutual Insurance Company has proudly served Oklahoma workers since 1933 and is consistently recognized as a 'best' and 'top' place to work in Oklahoma. If you're a strong people leader who drives a culture of innovation and accountability and is ready to lead enterprise-wide transformation, join us!

The Opportunity: 
We're seeking a Director, IT Operations in Oklahoma City to provide strategic and operational leadership for our Enterprise Infrastructure and Operations, ensuring alignment of IT services with business strategy and driving transformation initiatives. Our team operates in a fast-paced, demand-driven environment, blending emerging tech with traditional capabilities. You'll thrive here if you enjoy an environment that offers autonomy and a chance to drive accountability while also providing hands-on leadership.

What We’re Offering:
•    Salary Target: $180,000 - $200,000 base salary. 
•    Benefits include: Annual incentive bonus, free employee insurance (medical/dental/vision/life/AD&D), company match 401k with immediate vesting, generous PTO/wellness leave, floating holiday, and voluntary benefits. 
•    Work Model: Hybrid schedule (3 days in office, 2 days remote).

What You'll Do: 
This role provides vision and operational oversight for multiple IT functional areas, including Infrastructure, Service Desk, Network and Telecom, and Security Operations. Your top three core responsibilities will be:
1.    Strategic and Operational Leadership for Infrastructure and Operations (including Cloud). Set vision and lead day-to-day operations. Drive transformation initiatives, such as IT Service Management adoption and cloud-first strategies.
2.    Operational Cybersecurity, Risk and Compliance. Oversee operational cybersecurity, disaster recovery, and business continuity. Coordinate IT audits and risk assessments, implementing remediation strategies.
3.    Talent and Cultural Development. Provide inspirational leadership, coaching, and development for a team of ~20. Foster an inclusive, high-performance culture of innovation and accountability.

What We're Looking For:
The ideal candidate is a strong people leader and strategic thinker with demonstrated experience in cloud/SaaS operations, security, and operational modernization. Established knowledge of these technologies is required:

Essential Systems & Knowledge:
Microsoft Ecosystem: Server, Security, Azure, Windows, SQL, and EA agreements.
Infrastructure & Telecom: RedHat, Cisco, VDI, and PureCloud Telephony Platforms.
Governance & Security: Cloud-based security tools , ITIL/ITSM Capabilities, IT Governance, and IT Financial Management.

Qualifications:
•    Bachelor’s degree in computer science, information systems, or a related field required. 
•    10+ years of progressive IT experience with at least 5 years in a leadership role overseeing IT operations across multiple domains.
•    Demonstrated experience leading cloud migration (SaaS/PaaS/IaaS) and IT service management transformation.
•    Proven experience in cybersecurity, risk management, and compliance.
•    Strong background in budgeting, vendor management, and strategic planning.
•    Advanced leadership skills, including talent development, organizational change management, and executive-level communication.
•    ITIL, CISSP, Azure/AWS Cloud certifications preferred.
 

Qualifications