VP of Technology / CTO
Location: San Ramon, CA (Some flexibility for Hybrid)
Salary Range: $200,000 – $250,000 (Annual, DOE)
Work Schedule: Monday-Friday, 8:30-4:30 with some flexibility of start/end times
Comprehensive Benefits Package: Competitive medical, dental, and vision plans. 401(k) with employer contribution, generous PTO, wellness rewards, and additional employee support benefits.
Direct Hire
We are actively seeking a VP of Technology / CTO to join a specialized financial services organization that plays a critical role in the California insurance ecosystem. You will be the senior technology leader driving the evolution from complex legacy systems to a modern, secure, and user-friendly technology environment, while setting a clear, long-term technology vision in partnership with executive leadership. This is a high-impact role for a strategic, hands-on technology executive who enjoys shaping long-term roadmaps, partnering with executive leadership, and seeing transformation efforts through from concept to successful rollout.
If you are excited by complex environments, large-scale transaction systems, and the opportunity to modernize mission-critical platforms, this could be an excellent next chapter in your career. To explore this role, apply today and call Brett or Tiffany at 925-855-3600 to discuss details.
Reasons to Join This Team:
- Directly influence the modernization of a mission-critical technology environment that processes very high transaction volumes and supports a unique market niche.
- Partner closely with executive leadership and a dedicated technology committee to align strategy, budget, and long-term innovation priorities.
- Take ownership of the roadmap for replacing and modernizing a large, proprietary legacy system with modern, scalable platforms that improve user experience and operational agility.
- Join a stable, established organization with a clear mission and strong commitment to continuous improvement and operational excellence.
What You’ll Be Responsible For:
- Setting and executing the overall technology vision, with a strong focus on modernizing legacy platforms and migrating to scalable, intuitive systems.
- Providing strategic leadership across infrastructure, applications, security, and support functions to ensure a cohesive, future-ready technology environment.
- Owning vendor strategy, from evaluating modern platforms and overseeing implementations to managing ongoing performance, SLAs, and value delivery.
- Building multi-year technology investment roadmaps, preparing and managing the IT budget, and presenting business cases to senior leadership.
- Overseeing all core technology operations, including cloud environments (such as AWS), internal servers, networks, security, system monitoring, backups, and disaster recovery.
- Driving the full lifecycle of the legacy system migration, from gap analysis and platform selection through phased rollout, change management, and optimization.
- Establishing and maintaining technology policies and governance for data management, security, cloud adoption, and use of emerging technologies.
- Championing a forward-looking cybersecurity posture, including zero-trust principles, proactive threat monitoring, and regular risk reviews with executives.
- Acting as a strategic advisor to senior leaders, translating organizational needs into practical technology initiatives and clearly communicating complex concepts.
To Be Successful in This Role, You'll Bring:
- 10+ years of progressively responsible technology leadership experience, including leading enterprise-scale environments and multi-functional initiatives.
- Experience managing heterogeneous environments and mission-critical transaction systems, ideally including legacy platforms such as IBM AS/400, DB2, and related technologies.
- Strong background working with cloud platforms and SaaS ecosystem and evaluating modern replacements for legacy systems in complex organizations.
- Demonstrated success leading large, multi-phase technology programs, including vendor selection, implementation, stakeholder engagement, and change management.
- Experience managing blended onshore/offshore development efforts with clear governance, quality standards, and delivery discipline.
- Exceptional communication and presentation skills, with the ability to engage senior leaders, committees, and non-technical stakeholders in clear, business-focused terms.
- Highly analytical, proactive, and solutions