Director of Investment Systems & AI

Sorry, this job was removed at 06:09 a.m. (CST) on Monday, Mar 30, 2026
Be an Early Applicant
Hartford, CT, USA
In-Office
Fitness • Healthtech • Retail • Pharmaceutical
The Role

We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.

JOB SUMMARY

CVS is seeking a strategic and technically exceptional Investment Management Technology Lead to modernize and elevate the technology ecosystem that powers our $39B+ multi‑asset investment portfolio. This is a high‑impact role for a leader who combines deep investment knowledge with advanced technical expertise to deliver platforms that enhance performance, improve risk management, and maximize net investment income.

What You’ll Do
  • Lead the digital transformation of Investment Management and build a scalable, modern investment technology roadmap.
  • Assess current systems, databases, and front‑end applications; recommend and implement advanced investment technologies.
  • Oversee the design, integration, and maintenance of secure, resilient, and performance‑driven platforms—including AI/ML tools.
  • Partner with asset class heads, engineers, data scientists, and enterprise IT teams to deliver innovative solutions.
  • Evaluate emerging investment technologies to ensure our systems remain cutting‑edge.
  • Create dashboards, documentation, and visualizations that support investment insights and platform transparency.
Required Qualifications:
  • 10+ years working experience
  • 6+ years experience with investment and technical support across multi‑asset portfolios.
  • 5+ years experience Experience with secure, compliant architectures; bonus for full‑stack development and modern data tooling, in addition to AI and machine learning
  • Proven leadership in designing, implementing, and scaling investment systems and data platforms.
  • Strong background in infrastructure assessment, databases, real‑time data processing, and front‑end investment applications.
  • Ability to translate business needs into technical solutions and communicate clearly across teams.
Why This Role Matters

You will architect the next generation of investment technology—directly influencing how our teams analyze markets, manage risk, and deliver performance. Your work will play a key role in advancing CVS’s investment capabilities and driving enterprise financial outcomes.

This role does not support sponsorship at this time

Pay Range

The typical pay range for this role is:

$144,200.00 - $288,400.00


This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls.  The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors.  This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above.  This position also includes an award target in the company’s equity award program. 
 

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in our comprehensive and competitive mix of pay and benefits – investing in the physical, emotional and financial wellness of our colleagues and their families to help them be the healthiest they can be. In addition to our competitive wages, our great benefits include:

  • Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan.

  • No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching.

  • Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility.

For more information, visit https://jobs.cvshealth.com/us/en/benefits

We anticipate the application window for this opening will close on: 03/30/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

Similar Jobs

DraftKings Logo DraftKings

VIP Host, National East

Digital Media • Gaming • Information Technology • Software • Sports • Esports • Big Data Analytics
Remote or Hybrid
United States
6400 Employees
68K-85K Annually

CrowdStrike Logo CrowdStrike

Sales Engineer

Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Remote or Hybrid
2 Locations
10000 Employees
75K-115K Annually

Wipfli Logo Wipfli

Senior Consultant

Cloud • Fintech • Software • Business Intelligence • Consulting • Financial Services
Remote or Hybrid
United States
3000 Employees
88K-118K Annually

Wipfli Logo Wipfli

Consultant

Cloud • Fintech • Software • Business Intelligence • Consulting • Financial Services
Remote or Hybrid
United States
3000 Employees
66K-89K Annually
Get Personalized Job Insights.
Our AI-powered fit analysis compares your resume with a job listing so you know if your skills & experience align.

The Company
HQ: Woonsocket, RI
119,959 Employees
Year Founded: 1963

What We Do

CVS Health is the leading health solutions company that delivers care in ways no one else can. We reach people in more ways and improve the health of communities across America through our local presence, digital channels and our nearly 300,000 dedicated colleagues – including more than 40,000 physicians, pharmacists, nurses and nurse practitioners. Wherever and whenever people need us, we help them with their health – whether that’s managing chronic diseases, staying compliant with their medications, or accessing affordable health and wellness services in the most convenient ways. We help people navigate the health care system – and their personal health care – by improving access, lowering costs and being a trusted partner for every meaningful moment of health. And we do it all with heart, each and every day.

Similar Companies Hiring

Granted Thumbnail
Mobile • Insurance • Healthtech • Financial Services • Artificial Intelligence
New York, New York
23 Employees
Scotch Thumbnail
Artificial Intelligence • eCommerce • Fintech • Payments • Retail • Software • Analytics
US
35 Employees
Golden Pet Brands Thumbnail
Digital Media • eCommerce • Information Technology • Marketing Tech • Pet • Retail • Social Media
El Segundo, California
178 Employees

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account