Technical Program Manager Scrum Master Jobs in Wisconsin

IAT Insurance Group has an immediate opening for Enterprise Program Manager from our Milwaukee, Wisconsin or Naperville, Illinois location. The ideal candidate will lead and coordinate large-scale, cross-functional data initiatives across the organization. This role owns program-level governance, planning, and delivery for complex, multi-team data programs, applying Agile practices and JIRA-based tracking to keep execution transparent and aligned to business priorities

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:

• Lead end-to-end planning and execution of large, cross-functional enterprise data projects, coordinating dependencies across multiple teams and workstreams.
• Establish and maintain Agile program governance - sprint cadences, backlog health, release planning, and program-level ceremonies (PI planning, scrum-of-scrums, retrospectives).
• Own program-level tracking and reporting in JIRA, including custom dashboards, epic/initiative hierarchies, cross-team boards, and portfolio-level views.
• Partner with engineering, data, product, and business stakeholders to define scope, timelines, resourcing, and success criteria for major initiatives.
• Identify, track, and proactively manage risks, issues, and dependencies across concurrent programs; escalate appropriately.
• Drive consistent status reporting and executive-level communication, translating technical progress into business impact.
• Facilitate change management and organizational alignment across teams with differing workflows and delivery models.
• Continuously improve program management processes, tooling, and reporting standards across the organization.
• Perform other duties as needed.

Qualifications:

Must-Have:

• Bachelor's degree in Business, Information Systems, Computer Science, or related field with 7+ years of program/project management experience, including managing large-scale, multi-team, or enterprise-level initiatives or equivalent experience
• Equivalent experience is defined as 11+ years of program/project management experience, including managing large-scale, multi-team, or enterprise-level initiatives
• Practical, hands-on knowledge of Agile project management methodologies (Scrum, Kanban, SAFe, or similar), with experience running Agile ceremonies and coaching teams.
• Extensive, hands-on experience with JIRA - including administration, custom workflows, dashboards, advanced JQL, and portfolio/program-level views (e.g., Advanced Roadmaps).
• Demonstrated success managing large, complex projects or programs with multiple dependencies, stakeholders, and delivery teams.
• Strong stakeholder management and executive communication skills
• 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.

Preferred to Have:

• PMP, PMI-ACP, CSM, or equivalent certification
• Experience in the insurance industry (P&C preferred), with familiarity with insurance business processes, data, and regulatory considerations.
• Experience within data management, data platform, or technology modernization programs.
• Familiarity with tools such as Confluence, Power BI, Azure DevOps, or similar enterprise collaboration/reporting platforms.

Compensation:

Please note, that the annual gross salary range associated with this posting is $82,960 - $180,450. 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.