SAIF Corporation

Lead and develop AI strategy, oversee AI initiatives, and engage with stakeholders to drive AI adoption aligned with business goals. | Over 10 years in insurance, business, or innovation with 5+ years in leadership, experience with AI applications in business, and strategic planning skills. | Compensation Grade:‏‏‎ ‎162 Job Description If you’re driven to harness artificial intelligence to solve complex business challenges and improve people’s lives, we have an exciting opportunity for you. SAIF is seeking an Artificial Intelligence Strategy Director to lead our organization into the next era of innovation, efficiency, and customer-focused solutions. This strategic role offers the opportunity to solve real business problems and work more efficiently to transform how we serve our policyholders, injured workers, the Oregon workers’ compensation industry, and support our employees. If you’re a visionary leader passionate about unlocking AI’s potential in a complex and highly regulated environment, we invite you to join us on this exciting journey. In this role, you will: Create and lead SAIF’s AI strategy, making sure it supports our long-term goals. Collaborate with leaders across divisions to find opportunities where AI can make the biggest impact. Oversee the development of AI solutions, from ideation to implementation. Educate, inform, and engage employees to build understanding and excitement around AI. Ensure AI is used responsibly, with attention to ethics, risk, and governance. We’re looking for someone with 10 or more years of experience in insurance, business, and/or innovation, with five or more years in leadership roles that regularly communicate and engage with senior leadership. Experience with strategy development/execution and demonstrated interest in applying AI technologies to business use cases are preferred. If you’re interested in helping our organization unlock the full potential of data and emerging AI capabilities in support of strategic priorities across the enterprise, then we encourage you to apply today. Responsibilities: Define and execute enterprise AI strategy aligned with business strategy and goals. Drive and maintain a comprehensive, prioritized roadmap of AI initiatives, including assessing current-state capabilities and identifying future-state needs. In close partnership with organizational leaders, IT, portfolio governance bodies and corporate operations, initiate and oversee the delivery of AI-enabled solutions from identification and proofs of concept through prioritization, development, testing, implementation, monitoring, and benefits realization. Lead multi-disciplinary AI teams and oversee AI program management. Build collaborative relationships to influence others and foster a culture of innovation and openness to exploring practical business applications of AI technology. Partner with and inform executives and business leaders to understand their needs, challenges, and opportunities to leverage AI to boost efficiency, empower decision-making, and enhance knowledge sharing. Communicate complex AI concepts to executives and non-technical stakeholders. Advise leadership on AI trends, risks, and opportunities to inform business strategy and drive value. Align the AI strategy and portfolio of AI initiatives with other enterprise strategies and portfolios, ensuring clear priorities and facilitating synchronization between portfolios. Champion the benefits and possibilities of AI across the enterprise. Act as a business subject matter expert and model the value of ongoing learning to provide guidance and recommendations to leverage AI capabilities that deliver business value. Organize and facilitate the AI Community of Practice to engage and educate employees about AI technologies and discover new use cases. Build and nurture relationships with AI communities, academic institutions, and industry partners. Establish and apply communication and change management best practices to inform and continuously engage stakeholders and partners on the progress and integration of new or evolving AI capabilities. Collaborate with Enterprise Risk Management (ERM), internal audit, and other stakeholders to ensure proactive risk management, data governance, and ethical oversight are in place as SAIF responsibly and ethically advances its use of AI technology. Produce engaging content that demystifies AI for a broad audience. Periodically review, update, and promote SAIF’s strategy for implementing AI, adjusting the execution roadmap as needed to remain aligned with strategic objectives. Proactively monitor and evaluate market-leading AI models, tools, and applications – as well as emerging trends, risks, and opportunities in AI technologies and applications - particularly those relevant to the insurance industry, to inform strategic planning and innovation. Provide input into recurring reviews and approvals of SAIF’s policy on the use of AI. Set clear direction and objectives aligned with SAIF’s vision and mission. Drive employee engagement and team effectiveness through effective communication and by creating and maintaining an environment where individuals are empowered and motivated and where the importance of collaboration within and across divisions/teams is fully understood and encouraged. Recognize individual differences while focusing on team cohesion. Develop and sustain an inclusive collaborative team environment to support diverse team members throughout the division. Build a team culture in which differences are embraced. Regularly expose team members to diverse perspectives and leverage differences to strengthen workgroup performance. Model adaptability and consistently seek to understand other world views, perspectives, and approaches to work. Demonstrate curiosity, diplomacy, and empathy when working across groups. Cultivate and maintain trusting, collaborative relationships across the organization. Contribute business insights and expertise to the strategic development and implementation of DEI initiatives and the development of progressive, business-focused inclusive strategies that meet the current and future needs of the organization. RECOMMENDED QUALIFICATIONS: Ten or more years insurance business, and/or innovation experience, with five or more years of supervisory or significant leadership experience. Experience with strategy development/execution and demonstrated interest in applying AI technologies to business use cases are preferred. A bachelor’s degree in business administration, information technology, or a related field. Other combinations of skills and experience may be considered. NEXT STEPS: To receive consideration, please submit your resume with a cover letter by the close of this recruitment. We want your submission to count, so be sure it’s complete. This recruitment will close on Tuesday, February 24, 2026. If a sufficient number of qualified applications are received, this recruitment may close early. Compensation & Benefits Typical hiring range:‏‏‎ ‎$186,788‏‏‎ ‎-‏‏‎ ‎$219,750.‏‏‎ ‎The pay range for this position is annually based on a full-time schedule. Actual compensation will be determined using factors such as experience, skills, training, certifications & education. SAIF provides a wide range of benefits to employees who work at least 20 hours per week, including health care, retirement savings plans, paid time off, and more. For additional information about SAIF's total rewards, visit our website at: Total rewards (saif.com) *Note that eligibility and cost of benefits can vary depending on the number of regularly scheduled hours, and job status such as regular full-time, regular part-time, seasonal, or temporary employment. Full salary range:‏‏‎‏‏‎ ‎$164,815‏‏‎ ‎-‏‏‎ ‎$274,690 Veterans We provide preference to qualifying and disabled veterans. For more information please visit saif.com/veterans. About us Since 1914, SAIF has been taking care of injured workers, helping people get back to work, and keeping rates low by focusing on workplace safety. Together with our partners, we strive to make Oregon the safest and healthiest place to work. For questions related to this job, please reach out to us at jobs@saif.com. SAIF is an Equal Opportunity Employer that values diversity in its workplace. We're glad you're thinking of becoming part of the SAIF team. You’ll need to create a profile to apply. If you already have a profile, you can log in to check the status of a submission, manage your profile and search agents, and more. To apply for a job or read the description, click on the job title. Need help finding the right job? Sign up to receive alerts. SAIF participates in E-Verify and is an EEO employer and all applicants have rights under state and federal employment laws. If you have questions or are a person with a disability and need assistance, feel free to contact us at jobs@saif.com or 503.373.8040. Apply today!

Lead and oversee multiple software teams to align product development with business objectives, fostering innovation and operational efficiency. | Extensive experience in IT product management, strategic planning, and leadership, preferably with a background in insurance or workers' compensation. | Compensation Grade:‏‏‎ ‎ELT 4 Job Description "Evolve” may not be the first word you think of when considering the values of a more than 100-year-old workers’ comp insurance company. But evolving is one of SAIF’s core values. It’s the reason behind most of our large-scale business decisions, from changes to our claim processes to technology upgrades to building renovations. It’s one of the reasons we retain and provide excellent services to our diverse customer base of more than 50,000 Oregon businesses. Evolving is also the reason we assess the structure of our teams and sometimes adjust the way we look at success. SAIF’s IT department is in the midst of evolution, moving from a project- to product-focused approach. We are seeking a people-first chief product officer with deep operational expertise to lead that evolution. As our new chief product officer, you’ll join the ranks of SAIF’s executive leaders and oversee three software teams—customer solutions, enterprise solutions, and insurance solutions. You’ll ensure alignment between product development, business objectives, and customer needs with the primary goal of maximizing business outcomes. You’ll need to bring your operational expertise to these teams to build continuous improvement into our performance, quality, and delivery. It’ll be important to lean into your strong skills of communication and influencing to create buy-in and understanding across the SAIF community. We believe the right candidate for this role is someone who sees failure as a critical step in the journey to success. You will help create a culture of experimentation and bold ideas, because these are the seeds of innovation and meaningful evolution. If you have deep knowledge of what it takes to lead large-scale operational functions, high-level strategic planning skills, and experience in workers’ comp or other types of insurance, we invite you to apply. Please note: This position requires the selected candidate to reside and work in the state of Oregon, with regular travel to our headquarters in Salem, Oregon. RESPONSIBILITES: Participate as an active member of the Executive Leadership Team (ELT), contributing to corporate strategic planning, policy development and decision-making. Drive the strategy, vision, and launch of products that expand SAIF’s impact and deliver measurable value to stakeholders and customers. Collaborate with the Chief Technology Officer (CTO) to develop and implement a comprehensive technology & product strategy aligned with the mission and the corporate strategic plan. Set clear direction and objectives that are aligned with SAIF’s vision and mission. Drive employee engagement and team effectiveness through effective communication and by creating and maintaining an environment where individuals are empowered, motivated, and where the importance of collaboration within and across divisions / teams is fully understood and encouraged. Recognize individual differences while focusing on team cohesion. Develop and sustain an inclusive collaborative team environment to support diverse team members throughout the division. Develop and manage the annual budget ensuring resource allocation aligns with strategic priorities and operational needs. Provide vision for the development of procedures and divisional structure, including the planning, implementation, and administration of programs and policies as well as the execution of critical special projects. Ensure operational efficiency. Provide visionary leadership to the division that inspires and encourages others to deliver their best performance and builds diversity and inclusion as key components of leadership, business planning, and customer service. Champion a culture of innovation, encouraging creative problem-solving to deliver cutting edge-solutions. Maintain current knowledge of technology trends and communicate their applicability to SAIF’s strategy. Provide guidance to employees who manage performance or behavioral matters within the division. Ensure all related activities comply with personnel policies and procedures and are completed in coordination with human resources. Build a team culture in which differences are embraced. Regularly expose team members to diverse perspectives and leverage differences to strengthen workgroup performance. Create and maintain an accepting, empowering environment that makes all employees, regardless of background, feel valued and motivated. Model adaptability and consistently seek to understand other world views, perspectives, and approaches to work. Demonstrate curiosity, diplomacy and empathy when working across groups. Cultivate and maintain trusting, collaborative relationships across the organization. Contribute business insights and expertise to the strategic development and implementation of DEI initiatives and the development of progressive, business-focused inclusive strategies that meet the current and future needs of the organization. Champion the business value of DEI, skillfully and consistently identifying how cultural differences can lead to new opportunities and add value to the organization. On-call support may be required on an as needed basis or part of a rotating schedule, including availability outside of business hours to support urgent IT issues or system implementations. RECOMMENDED QUALIFICATIONS: Ten years of experience leading IT product management functions and five or more years of high-level strategic planning experience. A bachelor’s degree in information technology, business, or a related field. Other combinations of skills and experience may be considered. NEXT STEP To receive consideration, please submit your resume with a cover letter by the close of this recruitment. We want your submission to count, so be sure it’s complete. This recruitment will close on Friday, February 13, 2026. If a sufficient number of qualified applications are received this recruitment may close early. Compensation & Benefits Typical hiring range:‏‏‎ ‎$246,139‏‏‎ ‎-‏‏‎ ‎$289,575.‏‏‎ ‎The pay range for this position is annually based on a full-time schedule. Actual compensation will be determined using factors such as experience, skills, training, certifications & education. SAIF provides a wide range of benefits to employees who work at least 20 hours per week, including health care, retirement savings plans, paid time off, and more. For additional information about SAIF's total rewards, visit our website at: Total rewards (saif.com) *Note that eligibility and cost of benefits can vary depending on the number of regularly scheduled hours, and job status such as regular full-time, regular part-time, seasonal, or temporary employment. Full salary range:‏‏‎‏‏‎ ‎$217,180‏‏‎ ‎-‏‏‎ ‎$361,970 Veterans We provide preference to qualifying and disabled veterans. For more information please visit saif.com/veterans. About us Since 1914, SAIF has been taking care of injured workers, helping people get back to work, and keeping rates low by focusing on workplace safety. Together with our partners, we strive to make Oregon the safest and healthiest place to work. For questions related to this job, please reach out to us at jobs@saif.com. SAIF is an Equal Opportunity Employer that values diversity in its workplace. We're glad you're thinking of becoming part of the SAIF team. You’ll need to create a profile to apply. If you already have a profile, you can log in to check the status of a submission, manage your profile and search agents, and more. To apply for a job or read the description, click on the job title. Need help finding the right job? Sign up to receive alerts. SAIF participates in E-Verify and is an EEO employer and all applicants have rights under state and federal employment laws. If you have questions or are a person with a disability and need assistance, feel free to contact us at jobs@saif.com or 503.373.8040. Apply today!