Director of Software Engineering & AI Architecture

CVS Health

Boston (MA)

On-site

USD 144,000 - 288,000

Full time

5 days ago
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Benefits offered by this job

Bonus potential
Comprehensive benefits
Paid time off
Wellness programs

Job summary

CVS Health is seeking a Lead Director of Software Engineering who thinks like a founder, executes like a principal engineer, and leads at the highest levels of the industry. You will set the bar—and then raise it—guiding a multi‑team engineering organization of 50–150+ engineers.

You will drive technical strategy across teams, embed AI and ML into the lifecycle, own delivery outcomes, and partner with Product, Data, and healthcare leaders to translate strategy into engineering bets with

Qualifications

  • 10+ years of progressive software engineering experience, incl. 5+ years leading large teams.
  • Deep foundation in distributed systems and cloud-native backend engineering at scale.
  • Proven AI platform ownership with production systems and model deployment.

Responsibilities

  • Drive technical strategy across a multi-team engineering org of 50-150+ engineers.
  • Embed AI/ML capabilities into the engineering lifecycle.
  • Own delivery velocity and outcomes.
  • Partner with Product, Data, and Healthcare leaders to translate strategy into engineering bets with precision.
  • Advocate for architectural excellence and manage debt.

Skills

Distributed systems
Cloud-native architectures
AI platform ownership
Engineering leadership

Tools

Vector databases
LLM orchestration
Model deployment pipelines

Job description

CVS Health is seeking a Lead Director of Software Engineering who thinks like a founder, executes like a principal engineer, and leads at the highest levels of the industry. You will set the bar—and then raise it—guiding a multi‑team engineering organization of 50–150+ engineers.

You will drive technical strategy across teams, embed AI and ML into the lifecycle, own delivery outcomes, and partner with Product, Data, and healthcare leaders to translate strategy into engineering bets with

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