Senior Director Architecture and AI Enablement

All of our team members and contributors are expected to deliver results with accountability while collaborating seamlessly across boundaries. They embrace change with resilience, staying curious and learning continuously in a rapidly evolving landscape. Grounded in business understanding and comfortable with AI and digital tools, they solve problems with critical thinking and creativity. Above all, they are driven to serve—ensuring their work creates meaningful impact for members and the community we support.

For leadership roles, we seek individuals who think critically, embrace a future-focused mindset, and bring intentional perspective to their work —whether managing people, leading projects, or guiding teams. Our ideal candidates operate across matrix environments, applying systems thinking and evidence-based decision-making to drive sustainable results with economic discipline. We value those who lead change with courage and conviction, building trust across teams, and orchestrating both human and AI capabilities to amplify impact. Across all roles - managing direct reports, leading projects, or advancing individual expertise - they cultivate resources, strengthen capabilities, and create conditions for people and work to thrive. Above all, they are committed to building durable value—decisions and actions today that compound organizational strength tomorrow.

 

Job Summary
Critical leadership role responsible for setting technology strategy and architecture direction for Engagement Technology. Drives cloud migration, architectural simplification, and AI adoption across products and engineering practice. Partners with Enterprise Architecture, the AI COE, Data COE, Security, and peer engineering leaders. Must be credible with engineers and persuasive with executives.

Key Requirements

• Engagement Technology strategy and architecture: drive the target-state architecture across product, platform, and integration domains; lead solution architecture for major initiatives; drive architectural simplification and legacy retirement; establish architecture governance and the design review process; and translate business strategy into technical direction.

• Enterprise collaboration and influence: serve as the primary interface to Enterprise Architecture; partner with the AI Engineering, Data, Security, and Infrastructure COEs; represent the group in enterprise architecture forums; and build relationships with peer leaders to secure alignment.

• AI SDLC transformation: own the AI SDLC transformation within Engagement Technology; select, pilot, and scale AI engineering tooling; establish standards, guardrails, and secure usage patterns; define and track adoption and productivity measures; and drive enablement, training, and change management.

• Cloud migration and modernization: own the cloud migration strategy and execution roadmap; define migration patterns and target cloud architecture; partner with Infrastructure, Security, and FinOps; and provide executive visibility into progress and cost.

• Leadership: lead and grow a high-caliber team, mentor senior engineers and architects, and operate as a member of the Engagement Technology leadership team. 

Qualifications

• 7+ years related work experience in software engineering and architecture, including enterprise-wide scope for the Senior Director level. 

• Deep hands-on technical skills across web and mobile, API and event-driven integration, iPaaS, identity, and cloud-native architecture.

• Demonstrated ownership of target-state architecture in a multi-product environment.

• Experience leading cloud migration and modernization programs.

• Practical experience applying AI to the software development lifecycle.

• Proven ability to influence across Enterprise Architecture, Security, and Infrastructure organizations.

• Credible with engineers and persuasive with executives.

Required Management Experience

• 5+ years direct supervisory/management experience 
  

Required Education

• Related Bachelor’s degree or additional related equivalent work experience Computer Science, Engineering, or a related field; equivalent combination of education and experience considered. 
  

Preferred Education

• Master’s degree Computer Science, Engineering, or a related technical discipline. 
  

Preferred Qualifications

• 15+ years of Software engineering and architecture, including enterprise-wide scope for the Senior Director level. 

• 5+ years Leading architecture or technical transformation at scale. 

• 10+ years of Hands-on cloud experience (AWS preferred), including cloud-native, web/mobile, API and event integration, iPaaS, and identity. 

• Healthcare, insurance, or other regulated industry experience. 

• AI/ML platform and GenAI solution architecture experience. 

• Experience with AWS Bedrock and Snowflake Cortex. 

• FinOps practices and cloud cost management.

• Business or platform transition and integration experience.
   

Physical/Environmental Activities
Must be able to travel to multiple locations for work (i.e. travel to attend meetings, events, conferences). Occasionally 
 

General Physical Demands
Sedentary work: Exerting up to 10 pounds of force occasionally to move objects. Jobs are sedentary if traversing activities are required only occasionally. 
 

What We Offer: 
As a Florida Blue employee, you will be at the heart of GuideWell’s vision – to lead the nation in transforming health through compassionate, connected, and technology-enabled care that delivers personalized value and empowered living. 

To support your wellbeing, comprehensive benefits are offered. As an employee, you will have access to: 
 

• Medical, dental, vision, life and global travel health insurance;
• Income protection benefits: life insurance, short- and long-term disability programs;
• Leave programs to support personal circumstances;
• Retirement Savings Plan including employer match;
• Paid time off, volunteer time off, 10 holidays and 2 well-being days;
• Additional voluntary benefits available; and
• A comprehensive wellness program

Employee benefits are designed to align with federal and state employment laws. Benefits may vary based on the state in which work is performed. Benefits for intern, part-time and seasonal employees may differ.

To support your financial wellbeing, we offer competitive pay as well as opportunities for incentive or commission compensation. We also conduct regular annual reviews with pay for performance considerations for base pay increases. 

Annualized Salary Range: $180,000 - $292,500

Typical Annualized Hiring Range: $180,000 - $225,000

Final pay will be determined with consideration of market competitiveness, internal equity, and the job-related knowledge, skills, training, and experience you bring.

We are an Equal Employment Opportunity employer committed to cultivating a work experience where everyone feels like they belong and can perform at their best in pursuit of our mission. All qualified applicants will receive consideration for employment.