Senior Director, AI-Driven Architecture & Cloud Strategy

GuideWell; Jacksonville (FL); On-site; USD 180,000 - 293,000; Full time

Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

Life Insurance

Global travel health insurance

Retirement match

Paid time off

Volunteer time off

Well-being days

Job summary

GuideWell seeks an experienced Senior Director for Engagement Technology to set technology strategy and architecture direction. You will drive cloud migration, simplification, and AI adoption across products and engineering practices, partnering with Enterprise Architecture, the AI COE, Data COE, Security, and peer engineering leaders.

You must be credible with engineers and persuasive with executives, leading a high-caliber team and collaborating across matrix organizations to deliver durable

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.

Responsibilities

• 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.

Skills

Leadership

AI in SDLC

Cloud architecture

Enterprise collaboration

Influence across groups

Education

Bachelor’s degree in Computer Science or Engineering

Master’s degree in CS/Engineering

Tools

AWS

Snowflake Cortex

iPaaS

FinOps

Job description

GuideWell seeks an experienced Senior Director for Engagement Technology to set technology strategy and architecture direction. You will drive cloud migration, simplification, and AI adoption across products and engineering practices, partnering with Enterprise Architecture, the AI COE, Data COE, Security, and peer engineering leaders.

You must be credible with engineers and persuasive with executives, leading a high-caliber team and collaborating across matrix organizations to deliver durable