Executive Director, Application Development

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 OpportunityThis is far more than an application development leadership role. It is an opportunity to help shape the future of how USAA understands risk, serves members, and competes in an increasingly data-driven insurance marketplace.
As Executive Director, Application Development
- Telematics, you will report directly to the AVP of P&C Policy Core Systems and Technical Servicesand lead a growing organization of approximately 45 employees and 50 contractor resources responsible for one of USAA's most strategically important and rapidly evolving technology capabilities. Reporting to Aaron Bend, AVP of Policy Core Systems and Technical Services, you will own the technology strategy, architecture, engineering delivery, and future evolution of USAA's telematics ecosystem, helping transform vast amounts of driving behavior, connected vehicle, mobile application, and sensor data into actionable insights that improve pricing accuracy, claims outcomes, risk segmentation, fraud detection, member experiences, and overall business performance.
The timing of this opportunity is particularly compelling. Telematics has evolved from a niche capability into a foundational component of USAA's Personal Auto business. Today, telematics data influences pricing decisions on more than half of USAA's quoted and issued auto insurance policies, and the organization continues to invest aggressively in expanding telematics-driven capabilities across pricing, underwriting, claims, and member engagement. Through strategic partnerships with telematics providers, automotive OEMs, and leading technology partners, USAA is accelerating its ability to leverage real-time data to create a more personalized, proactive, and intelligent insurance experience.
The Executive Director will play a central role in advancing cloud-native technologies, artificial intelligence, machine learning, and advanced analytics to unlock new sources of business value from telematics data. The role will help expand the use of telematics beyond pricing and underwriting into areas such as claims automation, crash detection, first-notice-of-loss acceleration, risk prevention, and member engagement, while also supporting the long-term evolution of USAA's telematics platform and data ecosystem.
Looking ahead, this position offers the opportunity to influence how USAA evolves beyond traditional telematics into a broader connected ecosystem. As connected vehicles, smart devices, sensors, and Internet of Things technologies continue to reshape the industry, USAA is exploring new ways to leverage data to improve member outcomes across both Auto and Property insurance, including Connected Home capabilities designed to proactively help members prevent losses before they occur.
For accomplished technology leaders from leading insurers, telematics providers, connected vehicle platforms, mobility technology companies, or other data-driven organizations, this represents a rare opportunity to move beyond managing an established program and help define the future direction of an increasingly strategic enterprise capability. The successful candidate will influence multi-year business and technology roadmaps, partner directly with senior leaders across technology and the business, and help determine how telematics, artificial intelligence, and emerging data ecosystems shape the future of insurance at USAA.
Few opportunities offer this combination of strategic visibility, technical complexity, business impact, and innovation. The work spans cloud modernization, AI, machine learning, mobile technologies, data engineering, vehicle integrations, digital experiences, pricing, underwriting, claims, and connected-device ecosystems, all within an organization making significant long-term investments in these capabilities.
For executives who are already successful and not actively considering a career move, this opportunity offers something increasingly rare: the chance to build and scale a transformative capability at an organization where telematics is already influencing core business decisions and is expected to play an even larger role in the future. The leader selected for this role will have a unique opportunity to help define how USAA leverages connected data, advanced analytics, and emerging technologies to better serve millions of members and strengthen its compet