Remote Program Management Jobs in Wisconsin (NOW HIRING)

External candidates: In order for your application to be correctly processed please sign-in before you apply

Internal candidates: Please go to Workday and click "Find Jobs" link under Career

Thank you for considering opportunities with us!

Job Title

Strategic Program Manager II - Remote

Requisition Number

R7749 Strategic Program Manager II - Remote (Open)

Location

California - Home Teleworkers

Additional Locations

Alabama - Home Teleworkers, Alabama - Home Teleworkers, Arizona - Home Teleworkers, Arkansas - Home Teleworkers, Colorado - Home Teleworkers, Connecticut - Home Teleworkers, Delaware - Home Teleworker, District of Columbia - Home Teleworkers, Florida - Home Teleworkers, Georgia - Home Teleworkers, Idaho - Home Teleworkers, Illinois - Home Teleworkers, Indiana - Home Teleworkers, Iowa - Home Teleworkers, Kansas - Home Teleworker, Kentucky - Home Teleworkers, Louisiana - Home Teleworkers, Maine Home Teleworkers, Maryland - Home Teleworkers, Massachusetts - Home Teleworkers, Michigan - Home Teleworkers, Minnesota - Home Teleworkers, Mississippi - Home Teleworker, Missouri - Home Teleworker, Montana - Home Teleworkers {+ 21 more}

Job Information

CSAA Insurance Group (CSAA IG), a AAA insurer, is one of the leading personal lines property and casualty insurance groups in the United States. Here, every employee shapes our mission. We build innovative, human-centered solutions that help AAA members prevent, prepare for, and recover from life's uncertainties. You will join a collaborative, inclusive culture where your strengths have room to grow and your ideas can drive real impact. Step into a role where you can contribute to our shared success through meaningful work.

We are actively hiring for a Strategic Program Manager II, - Remote!

Your Role: We are seeking a highly experienced Program Manager to lead complex, cross-functional initiatives across multiple teams and business functions. This role requires strong executive communication, portfolio-level thinking, operational discipline, and the ability to influence outcomes without direct authority. The Strategic Program Manager II establishes operational objectives and work plans, delegates assignments to more junior resources, and ensures adherence to budgets, schedules, work plans, and performance requirements.

The ideal candidate has demonstrated success managing ambiguous, high-impact programs, establishing scalable program management practices, mentoring peers, and driving alignment across senior stakeholders. This role is well-suited for someone who can operate independently at a senior level and help raise the maturity of program execution across the organization. Regularly interacts with senior management or executive levels on matters concerning several divisions or functional areas.

Your Work:

• Lead complex, cross-functional programs with high business impact.
• Own planning, governance, risk management, stake-holder alignment, and execution tracking.
• Partner with senior leaders to translate strategy into actionable programs.
• Lead and manage program activities to ensure timely and successful completion, providing strategic direction and oversight. Establish operational objectives and work plans and delegate assignments as appropriate.
• Develop and maintain comprehensive program plans, including scope, timelines, and resource allocation, ensuring alignment with organizational goals. Implement strategic policies when selecting methods, techniques, and evaluation criteria for obtaining results.
• Oversee the execution of multiple complex projects, ensuring they are aligned with program goals and objectives. Manage interdependencies and integration across projects, ensuring seamless coordination and delivery.
• Create scalable mechanisms, templates, rhythms, and operating models for program execution.
• Communicate clearly with executives, business owners, and technical teams.
• Establish and monitor key performance indicators to measure program success. Use these metrics to drive performance improvements and ensure program objectives are met. Regularly review and adjust critical metrics to align with evolving program goals.
• Implement quality assurance processes to ensure that project deliverables meet the required standards and specifications.
• Capture and share lessons learned and best-practices across projects to promote continuous improvement and knowledge sharing within the organization. Establish a knowledge repository for future reference.
• Address and resolve conflicts that arise within the program, ensuring that issues are managed effectively and do not impact program success. Implement conflict resolution strategies to maintain a collaborative work environment.
• Develop and deliver comprehensive program reports to senior management, providing insights into program performance, risks, and opportunities. Ensure transparency and accountability in program reporting.
• Encourage innovation within the program, identifying opportunities for process improvements and implementing new approaches to enhance program outcomes. Foster a culture of continuous improvement and innovation.
• Provide training and development opportunities for project managers and coordinators, ensuring they have the skills and knowledge needed to succeed. Mentor and guide junior program managers to build a strong talent pipeline.
• Serve as a thought-leader in program management, contributing to the development of best-practices and standards with the COE and portfolio management office.
• As appropriate, manage relationships with external vendors and suppliers, ensuring that their contributions align with program goals and deliver value to the organization. Negotiate contracts and manage vendor performance.
• Identify and manage program risks, interdependencies, and develop and implement mitigation strategies. Monitor the status of risks throughout the program and inform key audiences. Conduct regular risk assessments and update risk management plans.
• Manage program budgets and financial forecasts, ensuring cost-effectiveness and alignment with financial goals. Monitor financial performance and make necessary adjustments. Ensure adherence to budgets and financial targets.
• Partners closely with our change management leaders/practitioners to align on change management deliverables needed to drive adoption and readiness.

Required Experience, Education and Skills

• 10+ years project management principles and methodologies obtained by assisting/coordinating mid-scale projects.
• 10+ years Program/Project delivery experience
• Experience in personal lines insurance required, with specific exposure to auto and homeowners lines of business.
• Bachelor's degree in related area or an equivalent combination of education and experience.
• PMP/PMI certification or equivalent experience as a program manager for 5+years.
• Experience leading large, ambiguous, cross-functional programs.
• Demonstrated ability to influence senior stakeholders.
• Strong executive communication and decision-framing skills.
• Experience improving program management practices or operating mechanisms.
• Ability to mentor peers or lead through influence.
• Strong judgment, ownership, and comfort operating independently.
• Experience managing competing priorities across multiple teams or portfolios.
• Advanced organizational and multitasking skills.
• Advanced analytical and critical thinking abilities.
• Ability to manage medium to large programs with moderate complexity.
• Proficiency in stakeholder management and executive reporting.

What would make us excited about you?

• Advanced proficiency in Microsoft Excel, with the ability to build, maintain, and analyze complex spreadsheets and reports.
• Intermediate proficiency in Smartsheet, including sheet maintenance, task tracking, basic automation, and dashboard/report support.
• Proficiency in managing cross-functional teams and resources.
• Strong financial acumen and budget management skills.
• Working to intermediate proficiency in Jira, including creating and updating issues, managing tickets, tracking project status, using boards, and generating basic reports.
• Actively shapes our company culture (e.g., supporting employee resource groups, mentoring employees, volunteering, joining cross-functional projects)
• Champions our cultural norms (e.g., willing to have cameras when it matters: helping onboard new team members, building relationships, etc.)
• Demonstrates a company ownership mentality, thinking beyond boundaries of their own area
• Travels as needed for role, including divisional / team meetings and other in-person meetings
• Fulfills business needs, which may include investing extra time, helping other teams, etc

Please note we are hiring for this role remote anywhere in the United States with the following exceptions: Hawaii and Alaska.

Why Choose a Career at CSAA IG?

At CSAA IG, we are a mission-driven organization proudly committed to empowering our members, our employees, and our communities to thrive.

Recognition: We offer a total compensation package, annual bonus eligibility for most roles, 401(k) with a company match, and so much more! Read more about what we offer and what it is like to be a part of our dynamic team at https://careers.csaainsurance.aaa.com/us/en/benefits.

Career Growth: We believe in growth for everyone. Here at CSAA IG, leaders and mentors partner with employees to align interests, unlock development opportunities, and support longterm success.

Flexible Workplace: We embrace a remote-first culture through our Flexible Workplace. Most employees hold Home-Flex roles, working primarily from home, often with the flexibility to work from various locations including CSAA offices. Our flexible workplace empowers you to balance remote work with intentional inperson moments that deepen connection and collaboration.

Inclusion and Belonging: An inclusive and welcoming workplace is the cornerstone of our success. By fostering an environment where people feel valued and heard, we deepen our ability to understand and meet the unique needs of our members. This strengthens innovation and enhances our products and services, giving us a competitive edge in the market.

Sustainability: As climate change leads to more frequent and severe weather events, we are taking bold action to build more resilient communities and reduce our environmental impact. Submit your application to be considered. We communicate via email, so check your inbox and/or your spam folder to ensure you don't miss important updates from us.

CSAA is committed to providing reasonable accommodations to qualified applicants and employees with disabilities or other limitations. If you would like to request an accommodation to participate in the job application or interview process, please contact TalentAcquistion@csaa.com

If you apply and are selected to continue in the recruiting process, we will schedule a preliminary call with you to discuss the role and will disclose during that call the available salary/hourly rate range based on your location. Factors used to determine the actual salary offered may include location, experience, or education.

CSAA does not provide visa sponsorship for this role. Applicants must have authorization to work indefinitely in the US. Please do not apply for this role if at any time (now or in the future) you will need immigration support (i.e., H-1B, TN, STEM OPT Training Plans, etc.).

CSAA Insurance Group is an equal opportunity employer.

#LI-SD1

.

The national average salary range for this position is $144,450.00-$160,500.00. However, we have a location-based compensation structure. Our salary ranges vary and are calculated based on work location. The starting pay range for this position across all the states we hire in is $144,450.00-$192,550.00. This role also includes an opportunity for a company-wide annual discretionary bonus, through our Annual Incentive Plan (AIP), of up to 15% of eligible pay.This job posting will be unposted on Mon, 1 Jun 2026.