Insurance Product Leader - Digital Experience Delivery - Remote

CSAA Insurance Services, Inc.
Chicago, IL

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Job Title

Insurance Product Leader - Digital Experience Delivery - Remote

Requisition Number

R7704 Insurance Product Leader - Digital Experience Delivery - Remote (Open)

Location

Arizona - Home Teleworkers

Additional Locations

Alabama - Home Teleworkers, Alabama - Home Teleworkers, Arkansas - Home Teleworkers, California - 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 an Insurance Product Leader - Digital Experience Delivery - Remote

Your Role:

This role will operate as a business product leader in a business‑led, technology‑enabled delivery model. This leader will own the successful delivery of personal lines insurance and AAA products to market, with accountability for business outcomes delivered through digital sales and service experiences across multiple distribution channels, including AAA club agency, independent agency, direct, and alternative platforms.

This leader plays an active role in executing go‑to‑market strategies and tactics, driving digital experience innovation through emerging technologies, including AI and machine learning, and owning the key performance indicators tied to their initiatives. Success in this role requires the ability to lead and influence in a highly matrixed environment, working collaboratively across functions and communicating effectively with stakeholders at all levels. Key partners include State Product Managers, AAA Partner Club agents and leaders, and teams across Strategy, UX/CX, Distribution, Policyholder Service and Solutions, Business Architecture, and IT.

We believe the end‑user experience defines the product. This role is responsible for delivering differentiated, technology‑enabled experiences that consistently delight AAA Members and agents while strengthening the AAA brand.

Your Work:

Product Delivery

  • Contributes to the shaping of strategy for Delivery platforms and implements actions required to achieve this strategy.

  • With support, develops design for insurance products’ flawless delivery through multiple distribution channels (e.g., branch agents, call center agents, and independent agents).

  • Continually seeks to understand end user preferences and competitive marketplace to develop product features and delivery methods relevant to the current and future needs of end users to drive sophisticated design for ease of use by all internal and external partners.

  • Identifies and executes opportunities to streamline processes, implement advanced technologies, and enhance risk assessment methodologies.

  • Assesses, selects, and implements innovative software and tools, including artificial intelligence, machine learning and data analytics solutions.

  • Continuously designs and enhances versions of existing CSAA IG experiences. Enhancements should focus not only on traditional product performance measures but also feedback from intended users impacted by the product’s design.

  • Delivers robust reporting and analytical capabilities to effectively monitor performance and provide transparency across the organization.

  • Acts as resource and expert on core technical aspects of a line of business and/or the tools and techniques of Product Management.

Strategic Innovation and Growth

  • Supports the execution of our product strategy and implementation with minimal guidance.

  • Provides consulting and recommendations to leaders for future products.

  • With oversight, initiates collaboration with cross-functional partners and support teams towards business objectives, develops actionable insights and recommendations considering impacts to other stakeholders to achieve business objectives.

  • Assists leadership with development of Cost-Benefit Analyses (CBA), fostering collaboration with Finance to ensure accurate projections and informed decision-making.

  • Supports Value Stream Leads and the Product Design & Delivery Advisory Board; creates and submits high quality, timely business roadmaps.

  • Employs advanced data science and upgraded tech stack to modernize our platforms.

Market Execution and Performance Management

  • With oversight, develops, modifies, and implements policies and procedures.

  • Provides insights to support decisions on administrative, strategic, or operational matters and ensures effective achievement of objectives.

  • Anticipates issues and develops preventative measures; identify what additional information is needed to understand impact of alternatives, support business objectives and improve programs.

  • Adapts projects, initiatives or designs based on customer or business partner feedback.

  • Develops and manages controls to ensure deliverables are meeting or exceeding expectations, and holds responsible stakeholders accountable.

  • Assists with delivering consistent experiences to drive profitable results from underwriting, and expense management, regardless of the underwriting cycle.

  • Proactively monitors purchasing data, communicating trends to internal stakeholders for timely decision making.

Collaboration

  • Collaborates across functional disciplines and departments communicates effectively at all leadership levels. Key interactions include those with State Product Managers, Actuarial, Risk Management, AAA Partner Clubs, Strategy, Marketing, Distribution, Policyholder Service and Solutions, Business Architecture, and IT.

  • Communicates progress, challenges, and results of initiatives to leadership and stakeholders.

  • With oversight, leads effectively within a highly dynamic, matrixed, cross-functional environment.

  • Identifies and escalates matters of business risk.

Required Experience, Education and Skills:

  • Bachelor's degree in related area (marketing, business, or a related field) or an equivalent combination of education and experience.

  • 8+ years of increasingly responsible product management experience.

  • Strong knowledge of personal lines product and project management, customer experience, financial drivers of product profitability/pricing, distribution, rating/underwriting, forms, rules, coverages, the P&C industry, competitors, legislative and DOI regulations, and strategic planning.

  • Exhibit strong understanding of core insurance business processes and the purpose of digital product delivery.

  • Understanding of business & technology systems and processes and how they link together.

What would make us excited about you?

  • Deepens technical knowledge within own specialized area through exposure and continuous learning.

  • Strong financial analysis and reporting skills.

  • Ability to skillfully partner and co-lead across functional teams.

  • Excellent strategic, organizational, and problem-solving skills.

  • Mastery of product analysis, principles, and methods.

  • Exceptional business and technical writing skills (e.g., proposals, PowerPoint presentation, business requirements, Co-Pilot, Microsoft project, Suite Microsoft Office).

  • Ability to employ strong Project Management techniques and influence processes.

  • Adept at influencing internal and external partners and stakeholders, recognizing unique needs/motivations.

  • Advanced degree is preferred.

  • CPCU, insurance studies, and/or actuarial exams preferred.

  • Certifications and courses related to digital, AI/ML, and product delivery preferred.

  • Experience in Guidewire Cloud, Jutro Digital Platform (JDP), and other Guidewire applications preferred.

  • Actively shapes our company culture (e.g., participating in employee resource groups, volunteering, etc.).

  • 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 mindset, 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

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 long‑term 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 in‑person 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 [email protected]

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-JH1

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The national average salary range for this position is $136,890.00-$152,100.00. 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 $136,890.00-$182,450.00. This role also includes an opportunity for a company-wide annual discretionary bonus, through our Annual Incentive Plan (AIP), of up to 12% of eligible pay.

This job posting will be unposted on Sat, 23 May 2026.
Posted 2026-05-06

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