Remote Director Cloud Infrastructure Engineering Jobs in Wisconsin

IAT Insurance Group has an immediate opening for Senior Manager, Information Technology from our Milwaukee, Wisconsin; Kansas City, Missouri; Rolling Meadows, Illinois; Naperville, Illinois; Scottsdale, Arizona; Raleigh, North Carolina; Jersey City, New Jersey; Newark, New Jersey; Norristown Pennsylvania; Plano, Texas; Alpharetta, Georgia; Cheshire, Connecticut; or Sarasota, Florida location.

This leadership role is responsible for enabling a secure, resilient, and scalable infrastructure while driving disciplined execution of both business-led and infrastructure initiatives. The role requires a strong focus on how work is defined, prioritized, and delivered across the organization. This includes ensuring that infrastructure work is clearly scoped, aligned to business outcomes, and executed efficiently with minimal rework or operational friction.

This leader is also responsible for establishing strong financial management practices including forecasting, expense management, and financial analysis to ensure effective use of resources.

This position oversees infrastructure engineering and architecture teams, ensuring the successful delivery and operational handoff of essential infrastructure capabilities including cloud services, compute and storage platforms, backup and recovery, end user technologies, network services, unified communications, monitoring, disaster recovery, and cyber resiliency.

This role works a hybrid schedule that requires working from the office Monday through Wednesday, with the option of working Thursday and Friday remotely.

Responsibilities:

Infrastructure Strategy and Execution

• Develop and support the infrastructure strategy and roadmap to ensure systems are highly available, scalable, and secure
• Drive consistent and disciplined execution across both strategic initiatives and operational work
• Ensure work is clearly defined, sequenced appropriately, and aligned to business priorities before execution begins

Operational Excellence and Delivery

• Establish and monitor how infrastructure work flows across teams, identifying bottlenecks, inefficiencies, and areas of constraint
• Drive continuous improvement in how work is delivered, reducing rework, delays, and operational overhead
• Ensure effective transition of solutions into operations with clear ownership, monitoring, and support models

Technology Leadership and Innovation

• Oversee evaluation, selection, and implementation of infrastructure technologies that scale effectively and support long term organizational needs
• Guide adoption of new technologies with a focus on operational readiness, maintainability, and measurable business impact
• Balance innovation with simplification, reducing unnecessary complexity across the environment

Security and Risk Management

• Partner with security to ensure infrastructure architectures align to security policies and enterprise standards
• Lead regular reviews to proactively identify and address risks across infrastructure platforms
• Ensure security considerations are integrated into design and delivery, not added after deployment

Team and Organizational Leadership

• Build and lead a high performing engineering organization with a strong focus on accountability, clarity, and continuous improvement
• Develop leaders and teams who can operate across boundaries, collaborate effectively, and take ownership of outcomes
• Drive organizational effectiveness by improving processes, decision making, and alignment across teams
• Foster a culture that values simplicity, ownership, and delivering outcomes over activity

Financial and Resource Management

• Drive financial planning, forecasting, and expense management for infrastructure services
• Ensure effective allocation of resources across operational and strategic work
• Drive cost awareness and accountability while enabling the organization to scale

Qualifications:

Must-Have:

• Bachelor's degree in computer science, engineering, business, or a related field
• Minimum 7 years of IT infrastructure or security operations leadership experience
• Strong technical foundation across infrastructure engineering, architecture, or operations
• Proven track record of delivering infrastructure initiatives from strategy through execution
• Demonstrated ability to improve how work is planned, prioritized, and delivered across teams
• Ability to identify bottlenecks, manage competing priorities, and drive outcomes in complex environments
• Strong understanding of business risk and ability to make informed, risk-based decisions
• Excellent communication skills with the ability to convey complex concepts to both technical and executive audiences
• Experience working cross-functionally with engineering, security, and business partners
• Experience with vendor and contract management
• Broad understanding of modern infrastructure including cloud platforms, networking, end user computing, disaster recovery, and monitoring
• Strong organizational leadership capabilities with a focus on building high performing, accountable teams
• To qualify, applicants must be authorized to work in the United States and must not require VISA sponsorship, now or in the future, for employment purposes.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.

Compensation:

Please note, that the annual gross salary range associated with this posting is $97,880- $ 213,030 Actual salaries will vary based on factors such as a candidate's qualifications, skills, competencies, and geographical location related to this specific role. The total compensation will include a base salary, performance-based bonus opportunities, 401(K) match, profit-sharing opportunities, and more.

To view details of our full benefits, please visit https://www.iatinsurancegroup.com/careers/benefits

IAT Insurance Group is the largest private, family-owned property and casualty insurer in the U.S. Insurance Answers Together is how we define IAT, in letter and in spirit. We work together to provide solutions for people and businesses. We collaborate internally and with our partners to provide the best possible insurance and surety options for our customers.

At IAT, we're committed to driving and building an open and supportive culture for all. Our employees propel IAT forward - driving innovation, stable partnerships and growth. That's why we continue to build an engaging workplace culture to attract and retain the best talent.

We offer comprehensive benefits like:

• 26 PTO Days (Entry Level) + 12 Company Holidays = 38 Paid Days Off
• 7% 401(k) Company Match and additional Profit Sharing
• Hybrid work environment
• Numerous training and development opportunities to assist you in furthering your career
• Healthcare and Wellness Programs
• Opportunity to earn performance-based bonuses
• College Loan Assistance Support Plan
• Educational Assistance Program
• Mentorship Program
• Dress for Your Day Policy

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran. We maintain a drug-free workplace and participate in E-Verify.