Director, Information Technology - Connected Insurance Platforms
for sections like About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. Use - for any list of duties/requirements/benefits, and
for prose. Do NOT repeat job title as heading. Do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences.
We need to parse the posting.
The posting includes:
- Intro: "Why USAA? At USAA, our mission is to empower our members to achieve financial security through highly competitive products, exceptional service and trusted advice. We seek to be the #1 choice for the military community and their families. Embrace a fulfilling career at USAA, where our core values – honesty, integrity, loyalty and service – define how we treat each other and our members. Be part of what truly makes us special and impactful. We are proud to support active-duty military spouses. USAA roles may offer remote or hybrid flexibility for active-duty military spouses consistent with applicable policy and business needs."
- "The Opportunity USAA is seeking a Director, Information Technology to lead the strategy, delivery, and evolution of telematics technology capabilities supporting Auto and Property & Casualty Insurance. This leader will drive the development of scalable cloud-based data platforms, telematics products, and strategic partnerships that transform driving behavior and connected vehicle data into meaningful business outcomes. The ideal candidate brings deep experience in insurance technology, telematics ecosystems, and modern data platforms, combined with a passion for innovation, talent development, and delivering member value. As a technology leader, you will partner across engineering, product, data science, and business teams to advance usage-based insurance and telematics capabilities. You will help shape the future of connected insurance by leveraging cloud technologies, advanced analytics, and strategic industry partnerships to improve pricing, risk assessment, claims insights, and member experience. We offer a flexible work environment that requires an individual to be in the office 4 days per week. This position can be based in one of the following locations: San Antonio, TX, or Plano, TX. Relocation assistance is not available for this position."
- Then "What You'll Do" with a long list of responsibilities (many bullet points). We need to extract those as list items.
- Then "What You Have" with qualifications (education, experience, etc.) - list.
- Then "What Sets You Apart" with additional qualifications.
- Then "Compensation range: The salary range for this position is: $ 143,320.00 - $273,930.00." Also some text about compensation process.
- Then "Benefits: At USAA our employees enjoy best-in-class benefits to support their physical, financial, and emotional wellness. These benefits include comprehensive medical, dental and vision plans, 401(k), pension, life insurance, parental benefits, adoption assistance, paid time off program with paid holidays plus 16 paid volunteer hours, and various wellness programs. Additionally, our career path planning and continuing education assists employees with their professional goals. For more details on our outstanding benefits, visit our benefits page on USAAjobs.com."
- Then "Applications for this position are accepted on an ongoing basis, this posting will remain open until the position is filled. Thus, interested candidates are encouraged to apply the same day they view this posting." This is application instruction - we must remove.
- Then "USAA is an Equal Opportunity Employer..." - remove.
Thus we need sections: About the role (maybe the intro?), Responsibilities (What You'll Do), Requirements/Qualifications/Skills (maybe combine), Benefits, Pay, Schedule (if present). The posting mentions "We offer a flexible work environment that requires an individual to be in the office 4 days per week." That's schedule info. Also location info: "This position can be based in one of the following locations: San Antonio, TX, or Plano, TX." That could be location, but we don't have a heading for location; we could fold into a short paragraph under About the role or maybe a separate section? The instructions only list specific headings: About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. We can choose to include only those with substantive content. We have About the role (intro). Responsibilities (list). Requirements/Qualifications/Skills: we have "What You Have" and "What Sets You Apart". Could combine into Requirements and maybe Skills. But we need to avoid thin sections. Perhaps we can have a single "Requirements" section that includes education, experience, etc. Or we could have "Qualifications" and "Skills" separate if there is enough content. The posting includes many bullet points under "What You Have" (education, experience, etc.) and "What Sets You Apart" (experience leading telematics, AWS Certification). Those could be considered qualifications and skills. We could split: Qualifications (education, years experience, etc.) and Skills (technical skills, certifications). But we need to ensure we don't create thin sections with placeholder text. We have substantive content for both.
We also have Pay: salary range given. So we include Pay section.
Schedule: we have "We offer a flexible work environment that requires an individual to be in the office 4 days per week." That's schedule info. Also location info maybe not needed but could be included in About the role or Schedule? Probably schedule section includes that.
Benefits: we have benefits description.
Thus we will produce sections:
About the role
with paragraph(s) containing the intro and maybe location and remote/hybrid flexibility for military spouses? Actually that is part of intro. Also mention "The Opportunity ..." maybe part of About the role.
We need to preserve all substantive information; do not invent or summarize away detail. So we need to include all details from the posting, except boilerplate. That includes the mission statement, core values, support for military spouses, remote/hybrid flexibility, the opportunity description, the location, relocation assistance not available, etc.
We need to be careful not to duplicate lines. The posting has duplicated lines: "Builds and oversees a team of employees for assigned technology support area through ongoing execution of recruiting, development, retention, coaching and support, performance management, and managerial activities." appears twice in responsibilities. We should include it only once? The instruction: "Preserve ALL substantive information; do NOT invent or summarize away detail." Duplicated lines are still substantive but they are duplicates; we should remove duplicated lines as per "Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions." So we should deduplicate.
Thus we need to extract unique responsibilities.
Let's list responsibilities from "What You'll Do":
- Responsible for developing, maintaining, testing, and monitoring an internal control environment, including preventative and detective controls, to effectively manage risks.
- Builds and oversees a team of employees for assigned technology support area through ongoing execution of recruiting, development, retention, coaching and support, performance management, and managerial activities.
- Oversees efforts in establishing documentation standards and quality assurance methodologies for technology support functions and ensure adherence to standards across teams.
- Accountable for the identification, research, and analysis of end to end business, processes, and technology support opportunities.
- Develops and oversees metrics for technology support capabilities and/or processes (KPIs, KRIs, etc.).
- Creates a multi-year plan to operationalize a technology support strategy, with key milestones, deliverables, and realization targets.
- Oversees the creation and execution of departmental budgets and forecasts for applicable technology support function.
- Oversees the availability management of technology solutions / domains by applying strong change and incident management practices.
- Works across multiple functional areas and influences future business strategy to be able to best utilize available technology support functions as well as future ones.
- Stays abreast of industry trends and understands the direction of applicable technology support capabilities and ensures technology environment is agile enough to change quickly to support.
- Builds successful stakeholder relationships with other IT and business leaders by developing a clear understanding of business needs, acting as a trusted advisor, and ensuring cost-effective delivery of technology support services to meet those needs.
- Participates in the development of 3rd Party vendors strategy and provides oversight to ensure achievement of technology support objectives.
- May provide oversight of vendor management activities including service agreements, staff augmentation and technology contracts.
- Builds and oversees a team of employees for assigned functional area through ongoing execution of recruiting, development, retention, coaching and support, performance management, and managerial activities. (duplicate)
- Ensures risks associated with business activities are effectively identified, measured, monitored, and controlled in accordance with risk and compliance policies and procedures.
We need to deduplicate the duplicate team building line (appears twice). Also maybe other duplicates? Not seeing others.
Now "What You Have":
- Bachelor's degree; OR 4 additional years of related experience beyond the minimum required may be substituted in lieu of a degree.
- 8+ years of experience in a technology function within Software Engineering, Application Development, Data Engineering, or Infrastructure environments.
- Experience designing, building, and scaling cloud-based data platforms that ingest and process high-volume data streams using AWS, Azure, or GCP.
- Experience partnering with insurance telematics providers (e.g., Arity, Cambridge Mobile Telematics (CMT), Octo) and/or vehicle OEMs.
- Experience leading technology solutions through the full software development lifecycle, including requirements, design, development, testing, implementation, and support.
- Strong technical knowledge across one or more domains including Application Development, Data Engineering, Cloud Platforms, or Infrastructure Services.
- Experience evaluating technology investments, conducting cost-benefit analyses, and using data-driven insights to guide decision-making.
- Demonstrated ability to communicate complex technical concepts and technology decisions to both technical and non-technical audiences, including senior and executive leaders.
- Experience leading multiple concurrent priorities within complex, fast-paced environments while proactively identifying and resolving risks.
- Proven ability to build high-performing teams and foster a culture of quality, accountability, and continuous improvement.
- Demonstrated financial management experience, including budgeting, forecasting, and management of technology-related expenditures.
- Advanced facilitation, collaboration, stakeholder management, and consensus-building skills across cross-functional organizations.
- Experience developing and executing technology vision, strategy, and organizational change initiatives.
- Working knowledge of applicable legislative, regulatory, risk, and compliance requirements
Now "What Sets You Apart":
- Experience leading the delivery of telematics technology solutions for a major insurance carrier, including the application of machine learning, predictive analytics, or advanced modeling to drive risk scoring, pricing, customer segmentation, claims insights, fraud detection, and member engagement capabilities.
- AWS Certification
Now compensation: "Compensation range: The salary range for this position is: $ 143,320.00 - $273,930.00." Also some text about compensation process: "USAA does not provide visa sponsorship for this role. 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.)." That's a requirement/note about visa sponsorship; we should keep as substantive? It's not boilerplate; it's a specific requirement. Should we include? It's not under a heading but it's important. We could include it under Requirements or maybe a separate note. The instruction: "Preserve ALL substantive information
for prose. Do NOT repeat job title as heading. Do NOT put Job ID / requisition numbers as headings — fold minor metadata into a short
or drop it. Preserve ALL substantive information; do NOT invent or summarize away detail. Remove cookie/navigation/legal/EEO/equal-opportunity/scam-warning boilerplate, duplicated lines, and application instructions. IMPORTANT: include a section ONLY when the posting has real, specific content for it — never emit a heading followed by filler/placeholder text (e.g. "commensurate with experience", "not specified", "N/A", "varies", "TBD") and never create Pay/Schedule/Benefits sections unless the posting actually states them. Prefer a few substantive sections over many thin ones. Output ONLY the HTML fragment — no /, no markdown code fences. We need to parse the posting. The posting includes: - Intro: "Why USAA? At USAA, our mission is to empower our members to achieve financial security through highly competitive products, exceptional service and trusted advice. We seek to be the #1 choice for the military community and their families. Embrace a fulfilling career at USAA, where our core values – honesty, integrity, loyalty and service – define how we treat each other and our members. Be part of what truly makes us special and impactful. We are proud to support active-duty military spouses. USAA roles may offer remote or hybrid flexibility for active-duty military spouses consistent with applicable policy and business needs." - "The Opportunity USAA is seeking a Director, Information Technology to lead the strategy, delivery, and evolution of telematics technology capabilities supporting Auto and Property & Casualty Insurance. This leader will drive the development of scalable cloud-based data platforms, telematics products, and strategic partnerships that transform driving behavior and connected vehicle data into meaningful business outcomes. The ideal candidate brings deep experience in insurance technology, telematics ecosystems, and modern data platforms, combined with a passion for innovation, talent development, and delivering member value. As a technology leader, you will partner across engineering, product, data science, and business teams to advance usage-based insurance and telematics capabilities. You will help shape the future of connected insurance by leveraging cloud technologies, advanced analytics, and strategic industry partnerships to improve pricing, risk assessment, claims insights, and member experience. We offer a flexible work environment that requires an individual to be in the office 4 days per week. This position can be based in one of the following locations: San Antonio, TX, or Plano, TX. Relocation assistance is not available for this position." - Then "What You'll Do" with a long list of responsibilities (many bullet points). We need to extract those as list items. - Then "What You Have" with qualifications (education, experience, etc.) - list. - Then "What Sets You Apart" with additional qualifications. - Then "Compensation range: The salary range for this position is: $ 143,320.00 - $273,930.00." Also some text about compensation process. - Then "Benefits: At USAA our employees enjoy best-in-class benefits to support their physical, financial, and emotional wellness. These benefits include comprehensive medical, dental and vision plans, 401(k), pension, life insurance, parental benefits, adoption assistance, paid time off program with paid holidays plus 16 paid volunteer hours, and various wellness programs. Additionally, our career path planning and continuing education assists employees with their professional goals. For more details on our outstanding benefits, visit our benefits page on USAAjobs.com." - Then "Applications for this position are accepted on an ongoing basis, this posting will remain open until the position is filled. Thus, interested candidates are encouraged to apply the same day they view this posting." This is application instruction - we must remove. - Then "USAA is an Equal Opportunity Employer..." - remove. Thus we need sections: About the role (maybe the intro?), Responsibilities (What You'll Do), Requirements/Qualifications/Skills (maybe combine), Benefits, Pay, Schedule (if present). The posting mentions "We offer a flexible work environment that requires an individual to be in the office 4 days per week." That's schedule info. Also location info: "This position can be based in one of the following locations: San Antonio, TX, or Plano, TX." That could be location, but we don't have a heading for location; we could fold into a short paragraph under About the role or maybe a separate section? The instructions only list specific headings: About the role, Responsibilities, Requirements, Qualifications, Skills, Benefits, Pay, Schedule. We can choose to include only those with substantive content. We have About the role (intro). Responsibilities (list). Requirements/Qualifications/Skills: we have "What You Have" and "What Sets You Apart". Could combine into Requirements and maybe Skills. But we need to avoid thin sections. Perhaps we can have a single "Requirements" section that includes education, experience, etc. Or we could have "Qualifications" and "Skills" separate if there is enough content. The posting includes many bullet points under "What You Have" (education, experience, etc.) and "What Sets You Apart" (experience leading telematics, AWS Certification). Those could be considered qualifications and skills. We could split: Qualifications (education, years experience, etc.) and Skills (technical skills, certifications). But we need to ensure we don't create thin sections with placeholder text. We have substantive content for both. We also have Pay: salary range given. So we include Pay section. Schedule: we have "We offer a flexible work environment that requires an individual to be in the office 4 days per week." That's schedule info. Also location info maybe not needed but could be included in About the role or Schedule? Probably schedule section includes that. Benefits: we have benefits description. Thus we will produce sections: