Senior Manager of Property Product Strategy & Development - Remote

📍 Job Overview

Job Title: Senior Manager of Property Product Strategy & Development

Company: CSAA Insurance Group, a AAA Insurer

Location: Remote (United States, excluding Hawaii and Alaska)

Job Type: Full-Time

Category: Product Management / Strategy & Development (Insurance Operations)

Date Posted: April 27, 2026

Experience Level: Senior Level (8+ years)

Remote Status: Fully Remote

🚀 Role Summary

• Lead the strategic design, development, and ongoing performance optimization of CSAA Insurance Group's next-generation personal lines property insurance portfolio, including homeowners, condo, and renters insurance.

• Own the end-to-end product lifecycle, from initial concept and market analysis through deployment, performance monitoring, and continuous refinement to drive profitable growth and market competitiveness.

• Manage and develop a high-performing team of product managers responsible for scaling these critical property insurance products across multiple states.

• Act as a central hub for product strategy, collaborating closely with Actuarial, Data Science, Technology, Underwriting, and State Product Management teams to deliver innovative and impactful insurance solutions.

📝 Enhancement Note: This role sits at the intersection of product strategy, business operations, and technology within the insurance sector. The "Senior Manager" title and the emphasis on strategy, development, and team leadership indicate a significant level of responsibility, requiring a candidate with a strong track record in product lifecycle management, cross-functional collaboration, and driving tangible business outcomes within a regulated industry. The remote nature of the role necessitates strong self-management and communication skills.

📈 Primary Responsibilities

• Portfolio Strategy & Development: Define and execute comprehensive product strategies for the personal lines property portfolio, identifying market opportunities, competitive threats, and areas for product enhancement to ensure profitable growth and market differentiation.

• Product Lifecycle Management: Oversee the entire product lifecycle from ideation, business case development, requirements definition, launch, and post-launch performance analysis and optimization, ensuring alignment with enterprise goals and customer needs.

• Team Leadership & Development: Build, mentor, and lead a team of product managers, fostering a collaborative and high-performance environment that drives product excellence and innovation. Provide clear direction, feedback, and development opportunities to empower team members.

• Cross-Functional Collaboration: Partner effectively with Actuarial, Data Science, Technology, Underwriting, Claims, Marketing, and State Product Management teams to ensure seamless product development, implementation, and ongoing management, translating complex technical and actuarial concepts into actionable product plans.

• Performance Optimization & Profitability: Continuously monitor and analyze product performance metrics (e.g., loss ratio, growth, mix, expense management) and implement data-driven strategies to optimize profitability, competitiveness, and customer value.

• Market & Risk Analysis: Proactively evaluate new data sources, tools, industry trends, and emerging risks (e.g., catastrophe, climate, regulatory changes) to enhance risk selection, pricing precision, underwriting effectiveness, and speed to market.

• Operational Efficiency & Expense Management: Identify and implement opportunities to improve operational efficiencies, refine vendor partnerships, and manage expenses related to the property product portfolio.

• Stakeholder Engagement: Present product strategies, performance updates, and business cases to senior leadership, influencing strategic decisions, investment priorities, and enterprise-level initiatives.

📝 Enhancement Note: The responsibilities highlight a need for a candidate with deep insurance product knowledge, particularly in property lines, and a strong understanding of the interplay between product design, underwriting, pricing, data analytics, and technology. The emphasis on "performance optimization" and "profitable growth" signals a direct link to revenue operations and business unit profitability.

🎓 Skills & Qualifications

Education:

• Bachelor's degree in a related field (e.g., Business Administration, Finance, Economics, Risk Management, Marketing) or an equivalent combination of education and extensive relevant experience.

Experience:

• Minimum of 8 years of progressive product management experience within the insurance industry.

• 3-5 years of direct experience leading and managing a personal lines property product management team, with a proven track record of successfully delivering new products and features from concept through launch and optimization.

• Demonstrated experience in defining product strategy, product positioning, and articulating clear rationale for strategic decisions.

• Proven knowledge of product and project management principles, product profitability analysis, underwriting processes, and strategic planning methodologies.

• Experience working closely with IT/Technology teams to develop and launch new products or product enhancements.

Required Skills:

• Product Strategy & Management: Expertise in defining product vision, strategy, roadmap, and go-to-market plans for complex insurance products.

• Financial Analysis & Reporting: Mastery of financial analysis, profitability metrics, and reporting techniques relevant to insurance products, including P&L ownership.

• Underwriting & Pricing Principles: Solid understanding of personal lines property underwriting guidelines, pricing methodologies, and their impact on product performance.

• Cross-Functional Leadership: Ability to lead and influence diverse teams and stakeholders across various departments (Actuarial, Data Science, IT, Underwriting, Claims).

• Business & Technical Writing: Proficiency in creating compelling business requirements, proposals, and presentations (e.g., Microsoft Suite, PowerPoint).

• Strategic & Problem-Solving Skills: Strong analytical, strategic thinking, and problem-solving capabilities to navigate complex business challenges.

• Project Management: Skilled in project management techniques, processes, and negotiation to drive initiatives forward effectively.

• Communication & Persuasion: Exceptional verbal, written, and presentation skills to effectively communicate with internal and external partners and team members.

Preferred Skills:

• Experience with catastrophe risk modeling and mitigation strategies.

• Deep understanding of emerging insurance technologies and digital capabilities.

• Experience with Agile product development methodologies.

• Demonstrated ability to foster a collaborative, inclusive, and psychologically safe team environment.

• Experience actively shaping company culture through leadership and engagement.

📝 Enhancement Note: The requirements emphasize a blend of strategic leadership, deep domain expertise in property insurance products, and strong analytical and execution capabilities. The distinction between required and preferred skills, especially the MBA and catastrophe risk experience, suggests a competitive landscape where advanced qualifications will set candidates apart.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Product Strategy Documentation: Showcase examples of developed product strategies, including market analysis, competitive positioning, target customer segments, and strategic rationale for product direction.

• Product Lifecycle Case Studies: Present case studies detailing the end-to-end lifecycle of a property insurance product, from initial concept and business case development through launch, performance monitoring, and optimization efforts. Highlight specific initiatives led.

• Cross-Functional Collaboration Examples: Illustrate instances of successful collaboration with Actuarial, Data Science, IT, and Underwriting teams, demonstrating how you translated business needs into technical or analytical requirements and drove integrated solutions.

• Performance Improvement Projects: Provide evidence of projects where you significantly improved product performance, profitability, or competitive positioning through data-driven insights, strategic adjustments, or operational efficiencies. Quantify results with key metrics (e.g., loss ratio reduction, growth increase, expense savings).

• Team Leadership & Development Examples: If applicable, include examples of how you've led, mentored, and developed product management teams, fostering skill growth and achieving team objectives.

Process Documentation:

• Workflow Design & Optimization: Demonstrate experience in designing, documenting, and optimizing complex workflows related to product development, market analysis, underwriting processes, and performance tracking.

• Requirements Definition: Showcase examples of well-defined business and product requirements documents that effectively bridge the gap between business needs and technical/analytical execution.

• Performance Measurement Frameworks: Present examples of how you've established or utilized frameworks for measuring product performance, defining key metrics (KPIs), and reporting on results to stakeholders.

• Risk Assessment & Mitigation Processes: Illustrate your approach to identifying, assessing, and mitigating risks associated with new product launches or existing product portfolios, particularly in the context of property insurance.

📝 Enhancement Note: For this senior role, a portfolio is crucial for demonstrating strategic thinking, execution capabilities, and quantifiable impact. Candidates should focus on showcasing leadership in product development, cross-functional influence, and measurable business results within the insurance domain.

💵 Compensation & Benefits

Salary Range:

• The provided salary range for this position across all hiring states is $160,155.00 - $213,550.00 per year.

Benefits:

• Total Compensation Package: A comprehensive package designed to reward performance and contribution.

• Annual Bonus Eligibility: Opportunity for an annual discretionary bonus through the Annual Incentive Plan (AIP), potentially up to 20% of eligible pay.

• 401(k) with Company Match: Generous retirement savings plan with employer contributions to help employees build long-term financial security.

• Professional Development: Opportunities for career growth, learning, and skill enhancement, supporting long-term career success.

• Flexible Workplace: Embracing a remote-first culture with flexibility to balance remote work with intentional in-person collaboration.

• Comprehensive health, dental, and vision insurance plans.

• Paid time off, holidays, and sick leave.

• Employee Assistance Program (EAP).

Working Hours:

• The role is typically expected to align with a standard full-time work schedule, estimated at 40 hours per week, to effectively manage responsibilities and team collaboration.

• While remote, there may be a need for flexibility to accommodate business needs, cross-functional team meetings across different time zones, and critical project deadlines.

📝 Enhancement Note: The salary range is competitive for a senior-level product management role in the insurance sector, especially for a remote position. The inclusion of a significant annual bonus and robust benefits package further enhances the overall compensation. The explanation of the salary range variation by location is a crucial detail for transparency.

🎯 Team & Company Context

🏢 Company Culture

Industry: Insurance (Property & Casualty) - specifically personal lines insurance for AAA members.

Company Size: Large enterprise, indicated by extensive location listings and the "Senior Manager" role scope, implying a significant operational footprint and employee base.

Founded: While not explicitly stated, CSAA Insurance Group is a long-standing entity associated with AAA, suggesting a history of stability and established market presence.

Team Structure:

• Operations Focus: The role sits within a product development and strategy function that is critical to the company's core operations and revenue generation. This team likely comprises product managers, strategists, and analysts.

• Reporting: The Senior Manager will lead a team of product managers and likely reports to a Director or VP of Product Management or a related strategic function.

• Cross-Functional Integration: The role is designed to be highly collaborative, requiring constant interaction with key business units including Actuarial, Data Science, Technology, Underwriting, Claims, and potentially Marketing and Sales support functions. This indicates a matrixed environment where influence is as important as direct authority.

Methodology:

• Data-Driven Decision Making: Emphasis on leveraging data sources, analytics, and financial reporting to drive product strategy, pricing, underwriting, and performance optimization.

• Agile/Iterative Development: While not explicitly stated, the need to "continuously refine," "optimize," and "integrate new data sources, tools, and digital capabilities" suggests an agile or iterative approach to product development and management.

• Customer-Centricity: The description mentions "human-centered solutions" and "customer value," indicating a focus on understanding and meeting member needs.

• Risk Management: A core operational methodology for an insurance company, particularly evident in the focus on catastrophe risk, underwriting, and pricing precision.

Company Website: https://www.csaa-insurance.com/

📝 Enhancement Note: CSAA's association with AAA implies a strong brand reputation and a focus on serving a member base, which can influence product development priorities towards member value and loyalty, in addition to profitability. The "remote-first" culture is a significant aspect of their operational model.

📈 Career & Growth Analysis

Operations Career Level: This is a senior-level management position, responsible for a critical product portfolio and a team of professionals. It represents a significant step in a product management or insurance strategy career path, moving beyond individual contribution to strategic leadership and team development.

Reporting Structure: The Senior Manager will lead a team of product managers and will report to a higher-level executive within the product, strategy, or operations domain. This position is positioned to influence significant business decisions.

Operations Impact: The role directly impacts the company's profitable growth and market share within the property insurance segment. Success in this role contributes significantly to the company's overall financial health and strategic positioning by ensuring its product offerings are competitive, profitable, and meet member needs in a dynamic risk environment.

Growth Opportunities:

• Leadership Advancement: Potential to advance into Director or VP roles within Product Management, Strategy, or broader Insurance Operations, overseeing larger portfolios or multiple product lines.

• Specialization Deepening: Opportunity to become a subject matter expert in specific areas of property insurance, catastrophe risk management, or advanced product development methodologies.

• Cross-Functional Mobility: Potential to move into related strategic or operational leadership roles within other insurance domains (e.g., Auto, Claims Operations) or into broader enterprise strategy functions.

• Continuous Learning: Access to industry conferences, training programs, and internal development initiatives to stay abreast of evolving insurance technologies, risk landscapes, and product management best practices.

📝 Enhancement Note: This role offers a clear path for career progression within a large, established insurance organization. The emphasis on strategic influence and team leadership suggests it's a key stepping stone for aspiring senior executives in the insurance product and operations space.

🌐 Work Environment

Office Type: Primarily a remote-first environment. Employees hold "Home-Flex" roles, working predominantly from home. The company utilizes intentional in-person moments for deeper connection and collaboration, suggesting potential for occasional team or company-wide gatherings, though the primary mode is remote.

Office Location(s): While the role is remote within the US (excluding HI/AK), CSAA Insurance Group has physical office locations across various states, which may serve as hubs for optional in-person collaboration or company meetings. The primary work location is the employee's home.

Workspace Context:

• Autonomy & Self-Management: The remote nature requires individuals to be highly self-motivated, disciplined, and adept at managing their time and tasks independently.

• Digital Collaboration Tools: Extensive use of digital collaboration platforms (e.g., video conferencing, instant messaging, project management software) is expected for communication and teamwork.

• Focus on Results: The emphasis is on outcomes and delivering value, rather than on physical presence in an office.

• Flexibility: The "Flexible Workplace" model aims to provide a balance between remote work and structured in-person interactions to foster connection and collaboration.

Work Schedule:

• Standard full-time hours (approx. 40 hours/week) are expected, but flexibility may be inherent to the remote setup.

• Coordination across multiple time zones for team meetings and cross-functional collaboration will be a key aspect of the schedule.

📝 Enhancement Note: The "remote-first" and "Home-Flex" approach is a defining characteristic of CSAA's work environment. Candidates should be comfortable with and effective in a distributed work setting, with a strong emphasis on asynchronous communication and self-directed work, balanced with intentional synchronous collaboration.

📄 Application & Portfolio Review Process

Interview Process:

• Application Submission: Standard online application process, ensuring all required fields are completed accurately. External candidates are prompted to sign in first.

• Preliminary Call: Likely an initial screening call with an HR representative or recruiter to assess basic qualifications, interest, and cultural fit, and to discuss salary expectations and logistics.

• Hiring Manager Interview: In-depth discussion with the hiring manager focused on experience, strategic thinking, leadership style, and specific product management expertise. Case studies or scenario-based questions related to product strategy and development may be presented.

• Cross-Functional Team Interviews: Interviews with key stakeholders from Actuarial, Data Science, Technology, and Underwriting to assess collaboration skills, understanding of technical/analytical concepts, and ability to work effectively across departments.

• Portfolio Review: Likely a dedicated session where candidates present their portfolio, showcasing key achievements, strategic thinking, and impact on product development and business results. This is a critical component for evaluating senior-level candidates.

• Final Interview(s): Potential interviews with senior leadership (e.g., Director, VP) to assess strategic alignment, leadership potential, and overall fit for the organization's culture and vision.

Portfolio Review Tips:

• Quantify Achievements: For each portfolio item, clearly articulate the problem, your role, the actions taken, and the measurable business impact (e.g., % increase in profitable growth, % reduction in loss ratio, speed to market improvements).

• Showcase Strategic Thinking: Demonstrate how you identified market opportunities, defined product strategy, and made critical decisions with clear rationale.

• Highlight Cross-Functional Leadership: Emphasize instances where you successfully influenced or collaborated with diverse teams to achieve product goals.

• Structure for Clarity: Organize your portfolio logically, perhaps by product lifecycle stage or by key responsibility area. Use visual aids where appropriate.

• Tailor to CSAA: Research CSAA's mission, values, and current market position to tailor your presentation and highlight how your experience aligns with their specific needs and challenges in property insurance.

Challenge Preparation:

• Product Strategy Simulation: Be prepared for a hypothetical scenario where you might be asked to outline a product strategy for a new property insurance offering or to address a decline in profitability for an existing product.

• Process Optimization Case: Expect questions or a case study requiring you to identify inefficiencies in a product development or management process and propose solutions.

• Stakeholder Alignment Scenario: Prepare to discuss how you would gain buy-in from different departments (e.g., getting Actuarial to agree to a new pricing model or IT to prioritize a feature development).

• Risk Management Discussion: Be ready to discuss your approach to managing complex risks, particularly catastrophe risks, and how they inform product design and strategy.

📝 Enhancement Note: The interview process for a Senior Manager role is rigorous and will heavily focus on strategic thinking, leadership, and demonstrable impact. A well-prepared and tailored portfolio is essential for success.

🛠 Tools & Technology Stack

Primary Tools:

• Product Management Platforms: Tools for roadmap planning, backlog management, and feature prioritization (e.g., Jira, Aha!, Productboard).

• Microsoft Office Suite: Essential for business writing, presentations, and data analysis (Word, Excel, PowerPoint, Project).

• Collaboration Tools: Platforms for remote communication and project management (e.g., Microsoft Teams, Slack, Zoom, Asana).

Analytics & Reporting:

• Data Analysis & Visualization Tools: Proficiency in tools for analyzing large datasets and creating insightful reports and dashboards (e.g., Tableau, Power BI, SQL, Python/R for data manipulation).

• Business Intelligence (BI) Platforms: Experience with BI tools to monitor key performance indicators (KPIs) and generate actionable insights.

CRM & Automation:

• While not explicitly mentioned as a primary focus, understanding of CRM systems and workflow automation tools may be beneficial for understanding customer journeys and operational efficiencies within the broader insurance ecosystem.

📝 Enhancement Note: While specific tools aren't listed, a Senior Manager in product strategy and development is expected to be highly proficient in data analysis, project management, and standard office productivity suites. Experience with specialized insurance analytics or product development software would be a significant advantage.

👥 Team Culture & Values

Operations Values:

• Member Focus: A strong commitment to serving AAA members with innovative, human-centered solutions that help them prevent, prepare for, and recover from uncertainties.

• Collaboration & Inclusion: Fostering an inclusive culture where diverse strengths are valued, and employees are empowered to contribute their ideas for real impact.

• Integrity & Trust: Upholding high ethical standards and building trust within teams and with members.

• Innovation & Continuous Improvement: A drive to build innovative solutions and continuously refine processes and products for better performance and customer value.

• Ownership Mindset: Encouraging employees to think beyond their immediate area and contribute to the company's overall success.

Collaboration Style:

• Cross-Functional Partnership: The role operates at the center of various business units, requiring a highly collaborative style that bridges gaps between strategy, analytics, technology, and operations.

• Psychological Safety: Emphasis on creating an environment where team members feel safe to share ideas, take risks, and provide feedback without fear of negative repercussions.

• Authenticity & Trust: Building genuine relationships and fostering trust to inspire and empower colleagues.

• Knowledge Sharing: Encouraging the sharing of insights and best practices across teams to drive collective improvement.

📝 Enhancement Note: CSAA's culture appears to be built on a foundation of member service, employee empowerment, and a commitment to innovation and integrity. Candidates should demonstrate alignment with these values, particularly in their approach to leadership and collaboration.

⚡ Challenges & Growth Opportunities

Challenges:

• Evolving Risk Landscape: Navigating the increasing frequency and severity of catastrophe events (hurricanes, wildfires, floods) and their impact on property insurance pricing, underwriting, and product design.

• Regulatory Environment: Operating within a complex and often changing regulatory landscape across multiple states, requiring careful product design and compliance.

• Technology Modernization: Integrating new data sources, digital capabilities, and evolving technologies into legacy insurance systems to improve efficiency, pricing precision, and speed to market.

• Competitive Market: Differentiating products and maintaining competitiveness in a dynamic personal lines insurance market against established players and InsurTech disruptors.

• Balancing Profitability and Member Value: The ongoing challenge of ensuring product profitability while maintaining competitive pricing and delivering value to AAA members.

Learning & Development Opportunities:

• Catastrophe Risk Management Specialization: Deepen expertise in understanding, modeling, and mitigating property-related catastrophe risks.

• InsurTech & Digital Transformation: Stay abreast of and leverage emerging technologies and digital platforms to enhance product offerings and operational efficiency.

• Advanced Analytics & Data Science: Develop skills in utilizing advanced analytics, AI, and machine learning for improved underwriting, pricing, and risk selection.

• Leadership Development: Opportunities for formal leadership training, mentorship, and exposure to executive-level decision-making.

• Industry Conferences & Certifications: Participation in industry events and pursuit of relevant professional certifications to enhance knowledge and network.

📝 Enhancement Note: This role presents significant challenges inherent to the insurance industry, particularly in property lines, but also offers substantial opportunities for professional growth and development in cutting-edge areas of risk management and technology.

💡 Interview Preparation

Strategy Questions:

• "Describe your process for developing a product strategy for a new personal lines property insurance product. How would you incorporate market analysis, competitive intelligence, and risk assessment?"

• "How do you balance the need for profitable growth with delivering competitive value to members in a regulated market like insurance?"

• "Imagine our current homeowners product is experiencing increasing loss ratios due to climate-related events. Outline your strategic approach to address this challenge, considering pricing, underwriting, and product features."

Company & Culture Questions:

• "Based on our mission and values, how would you lead your team to prioritize member needs while ensuring product profitability?"

• "Describe your experience fostering an inclusive and collaborative team environment. How do you ensure psychological safety for your direct reports?"

• "How do you see your role contributing to CSAA's 'remote-first' and 'flexible workplace' culture?"

Portfolio Presentation Strategy:

• Structure: Begin with an executive summary of your career and key achievements. Then, present 2-3 detailed case studies that best represent your strategic thinking, leadership, and impact.

• Quantify Everything: For each case study, clearly state the problem, your solution, your specific role and actions, and the quantifiable business results (e.g., financial impact, market share gains, efficiency improvements).

• Show, Don't Just Tell: Use visuals (charts, graphs, simplified process flows) to illustrate your points and make complex information easier to digest.

• Focus on "Why": Explain the strategic rationale behind your decisions and how they aligned with broader business objectives.

• Address Stakeholder Management: Highlight how you navigated complex relationships and secured buy-in from various departments.

• Be Ready for Deep Dives: Anticipate questions about the specifics of your projects, the challenges you faced, and how you overcame them.

Challenge Preparation:

• Product Design Scenario: Be prepared to outline the key features and considerations for a new type of property insurance product (e.g., based on emerging risks, specific demographics).

• Process Improvement Exercise: You might be asked to map out a current product development process and identify bottlenecks or areas for automation/efficiency.

• Data Interpretation Task: You may be given a set of performance metrics for a hypothetical product and asked to interpret them and recommend strategic adjustments.

📝 Enhancement Note: Prepare to articulate your strategic vision, demonstrate your leadership capabilities, and quantify your impact with concrete examples from your portfolio. The interview will assess not only your technical product management skills but also your strategic acumen and ability to lead within CSAA's specific cultural and operational context.

📌 Application Steps

To apply for this operations position:

• Submit your application through the provided Workday link. Ensure you sign in if you are an external candidate before applying.

• Portfolio Customization: Curate your resume and portfolio to prominently feature your experience in personal lines property insurance, product strategy, team leadership, cross-functional collaboration, and quantifiable business results. Select case studies that best align with CSAA's focus on member value, innovation, and risk management.

• Resume Optimization: Tailor your resume with keywords from the job description, such as "Product Management," "Property Insurance," "Strategic Planning," "Underwriting," "Pricing Strategy," "Portfolio Management," and "Leadership." Highlight achievements with specific metrics.

• Interview Preparation: Practice articulating your experience using the STAR method (Situation, Task, Action, Result), especially for behavioral and situational questions. Prepare to present your portfolio effectively, focusing on strategic rationale and measurable impact. Research CSAA's mission, values, and recent activities.

• Company Research: Thoroughly understand CSAA Insurance Group's position in the market, its association with AAA, its commitment to members, and its "remote-first" culture. Be prepared to discuss how your leadership style and strategic approach align with their operational philosophy.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.