Director - Software Engineering

CVS Health

Confirmed live yesterday High trust
Remote

Quick summary

Work type
Remote
Location
Wellesley, MAGeorgiaVermontTexasMinnesota
Salary
$144,200–$288,400 / yr
Posted
2 days ago
Freshness
Confirmed live yesterday
Closes
Nov 30, 2026

Market check

Salary context

Competitive pay

How this pay compares to similar roles

Similar $222k
This role $216k
$127k most similar roles pay here $306k

This role pays more than 51% of similar roles. Most pay $185,500–$257,850 — the shaded band above. At the midpoint, this role pays about $216k versus about $222k for comparable roles.

Based on 240 similar postings.

Employer

About CVS Health

CVS Health is a leading American healthcare company operating retail pharmacies, pharmacy benefit management services, and a health insurance segment through Aetna, one of the nation''s largest health insurers. Industry: Healthcare & Pharmacy

CVS Health currently has 88 open roles on FindRole.

Listed pay typically runs $118,450–$284,280 across 84 roles with salary data.

Most-posted roles

View all roles at CVS Health

At a glance

TL;DR · Director - Software Engineering

Ld Director - Software Engineering will lead a multi-team engineering organization of over fifty engineers to drive technical strategy, architectural standards, and engineering excellence. The role involves embedding LLMs, generative AI, agentic workflows, and ML-powered automation into the production lifecycle while managing delivery at velocity. This leader will partner with executive stakeholders to translate business strategies into engineering bets and advocate for necessary investments against architectural debt. Required expertise includes distributed systems, cloud-native architectures, and modern backend engineering. The candidate must possess a proven track record in AI platform ownership involving vector databases, RAG architectures, and inference optimization, alongside experience migrating monoliths to microservices. Specific domain context involves navigating healthcare regulations such as HIPAA and CMS compliance while handling PHI data within highly regulated environments to solve complex technical challenges for large-scale systems.

What does a Software Engineering Director earn?

Median $262275 from 30 postings across 13 companies.

See salary data

What you'll do

  • Drive technical strategy and architectural standards across a multi-team engineering organization of 50–150+ engineers.
  • Integrate LLMs, generative AI, and ML-powered automation into the production engineering lifecycle to create operational leverage.
  • Take accountability for high-velocity delivery and outcomes rather than just following roadmaps.
  • Translate business strategies from executive stakeholders into precise technical bets and engineering initiatives.
  • Act as the primary technical voice to manage architectural debt and advocate for necessary engineering investments.
  • Oversee the deployment of production-grade AI systems including RAG architectures, vector databases, and inference optimization.
  • Lead large-scale system transformations, such as migrating monoliths to microservices and modernizing legacy platforms.

What we're looking for

  • 10+ years of progressive software engineering experience.
  • 5+ years of experience leading large-scale engineering organizations.
  • Deep technical foundation in distributed systems, cloud-native architectures, and modern backend engineering at scale.
  • Proven experience deploying production AI systems including RAG architectures, vector databases, and LLM orchestration.
  • Experience migrating monoliths to microservices and modernizing legacy platforms under business pressure.
  • Preferred experience in healthcare or highly regulated domains involving HIPAA and CMS compliance.
  • Preferred experience building or leading internal developer platforms and engineering productivity tooling.

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