Remote Open Source Developer Jobs in Illinois (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

AI Strategy Lead - Remote

Requisition Number

R7687 AI Strategy Lead - 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 a AI Strategy Lead - Remote

Your Role: The AI Strategy Lead is a senior individual contributor within a centralized AI Strategy team, responsible for advancing enterprisealigned AI strategies across business units. This role partners closely with business leaders, initiative owners, and crossfunctional teams to bring structure, rigor, and strategic insight to AI prioritization and planning. By applying a consistent enterprise strategy approach, the AI Strategy Lead helps business units clarify their AI vision, identify AIenabled business value, and build prioritized usecase portfolios, operating with high autonomy, executive presence, and comfort navigating ambiguity to deliver decisionready strategic outcomes.

Your Work:

Business Unit AI Strategy

• Partner with business unit leaders and initiative owners to support the development of AI strategies aligned to enterprise strategy, principles, and guardrails.

• Support articulation of business unit AI vision, AI-enabled value propositions, and strategic objectives.

• Apply AI strategy frameworks to guide consistent, high-quality strategy development across business units.

Strategy Development & Opportunity Structuring

• Support identification and sizing of AI-enabled business value, including value pools and priority business outcomes.

• Facilitate value-chain analysis to identify where AI can drive impact.

• Develop structured AI use case portfolios, including value hypotheses, feasibility considerations, risks, and prioritization recommendations.

• Contribute to clear investment horizon view

Enterprise Alignment & Synthesis

• Synthesize insights across business unit engagements to identify cross-business unit themes, dependencies, and opportunities for reuse or scale.

• Support enterprise-level views of AI opportunity pipelines, capability needs, and investment considerations.

• Ensure business unit strategies remain aligned to enterprise direction, shared capabilities, and responsible AI principles.

Strategic Analysis & Decision Support

• Lead structured problem solving in ambiguous contexts, framing complex questions into clear analyses and recommendations.

• Conduct market, competitive, and capability analysis to inform business unit and enterprise AI strategy decisions.

• Develop executive-read materials that clearly communicate insights, trade-offs, and recommendations.

Business Partnership & Influence

• Engage confidently with senior business leaders, initiative owners, and cross-functional partners as a strategic thought partner.

• Influence decisions through structured logic, data-driven insights, and clear storytelling

• Support governance routines, prioritization discussions, and value-tracking efforts to ensure disciplined progression of AI initiatives.

Required Experience, Education and Skills

• Bachelor's degree in business, engineering, or related field.

• 5-7 years of experience in management consulting, corporate strategy, or enterprise technology strategy

• Experience working directly with senior business stakeholders.

• Solid understanding of AI concepts, capabilities, and real-world business applications.

What would make us excited about you?

• Advance degree

• Experience in regulated or complex enterprise environments preferred

• 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 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 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-JR1

.

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 Fri, 8 May 2026.