AI Strategy Lead Jobs in Connecticut

AI Strategy Lead jobs in Connecticut are in strong and growing demand, concentrated in financial services, insurance, biopharma, and enterprise technology, with openings ranging from senior manager to VP and C-suite advisory level. The heaviest hiring activity is in Hartford, Stamford, and New Haven, where established employers like Cigna, Synchrony Financial, and Yale New Haven Health have built AI and analytics practices that require dedicated strategy leadership. The most sought-after specialties in Connecticut are AI governance and ethics, enterprise AI roadmapping, and applied machine learning strategy tied to regulated industries. See the openings below and apply to the ones that match your experience.

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Overview

Open roles6
Top employerGartner
Top cityStamford, CT
Cities hiring3
Work type50% Remote
Top industryTechnology

Showing 5 of 6+ AI Strategy Lead jobs

Quinnipiac University
Senior Learning Designer, Artificial Intelligence and Emerging Learning Technologies
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Quinnipiac University
Added 6d ago
Senior Learning Designer, Artificial Intelligence and Emerging Learning Technologies
Quinnipiac University
Hamden, Connecticut
Business Development
Business Strategy
Partnerships & Business Development
Master's degree in educational technology
501-1,000

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Gartner
Senior Director Analyst, Enterprise Leadership Strategy, AI & Organizational Transformation
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Gartner
Added 2w ago
Senior Director Analyst, Enterprise Leadership Strategy, AI & Organizational Transformation
Gartner
Stamford, Connecticut
Strategy & Corporate Development
Consulting & Professional Services
Research & Academia
Business Strategy
$172k - $203k/yr
Remote (US)
Bachelor's

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Gartner
VP - Analyst, CIO Enterprise AI Strategy
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Gartner
Added 3w ago
VP - Analyst, CIO Enterprise AI Strategy
Gartner
Stamford, Connecticut
Strategy & Corporate Development
Consulting & Professional Services
Data Science & Analytics
Software Engineering
Business Strategy
Data Science
$194k - $234k/yr
On-Site
Bachelor's

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Gartner
Executive Partner, Artificial Intelligence Advisory/ AI Strategist
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Gartner
Added 1mo ago
Executive Partner, Artificial Intelligence Advisory/ AI Strategist
Gartner
Stamford, Connecticut
Consulting & Professional Services
Partnerships & Business Development
Human Resources
Corporate Training & Learning Development
Software Engineering
Business Development
AI (Artificial Intelligence)
$160k - $194k/yr
Remote (US)
None

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The Cigna Group
Technology Strategy Leader - Enterprise Data, AI & Platforms - Hybrid
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The Cigna Group
Added 1mo ago
Technology Strategy Leader - Enterprise Data, AI & Platforms - Hybrid
The Cigna Group
Bloomfield, Connecticut
Business Strategy
Corporate Development & M&A
Investment Banking & Capital Markets
$140k - $233k/yr
Hybrid
Bachelor's degree in business
10,000+

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See All 6 AI Strategy Lead Jobs in Connecticut

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AI Strategy Lead Jobs by City in Connecticut

Where Connecticut roles are concentrated, by current openings.

Stamford
4 jobs
Hamden
1 job
Bloomfield
1 job

AI Strategy Lead Job Market in Connecticut

A snapshot from current Connecticut openings, updated as new roles post.

Who's Hiring

Gartner
Gartner3 open roles
TouchCare
TouchCare1 open role
The Cigna
The Cigna1 open role

Top Industries Hiring

  • Technology & Software
  • Education

What Connecticut Employers Look For

The qualifications that appear most often in AI strategy lead jobs across Connecticut.

  • Bachelor's or master's degree in computer science, data science, or related technical field
  • Seven or more years of experience in AI, machine learning, or data strategy roles
  • Demonstrated ability to translate AI capabilities into enterprise business roadmaps
  • Experience working in regulated industries such as insurance, healthcare, or financial services
  • Strong stakeholder communication skills bridging technical teams and executive leadership
  • Proficiency with AI platforms, cloud infrastructure, and data governance frameworks

AI Strategy Lead Jobs in Connecticut: Frequently Asked Questions

How do you become a ai strategy lead in Connecticut?

Most ai strategy leads in Connecticut follow a path that begins with a technical degree in computer science, data science, or engineering, followed by progressive roles in data, machine learning, or digital strategy. Connecticut employers in insurance and biopharma particularly value candidates who have moved through analytical or product roles into leadership. There is no state-issued license for this role, but earning vendor-recognized credentials in AI platforms or cloud architecture strengthens your profile with Connecticut hiring managers.

Which companies hire ai strategy leads in Connecticut?

Employers hiring ai strategy leads in Connecticut right now include Gartner, TouchCare, and The Cigna, based on current listings on Migrate Mate as of September 2026. Connecticut's concentration of insurance carriers, healthcare systems, and financial firms means demand is especially consistent in Hartford and Stamford.

Which Connecticut cities have the most ai strategy lead jobs?

The cities with the most ai strategy lead openings in Connecticut are Stamford, Hamden, and Bloomfield. Hartford drives volume through its dense cluster of insurance and healthcare headquarters, Stamford attracts demand from financial services and media technology firms with major regional offices, and New Haven benefits from Yale's research ecosystem and its affiliated health and biotech employers.

Are there remote ai strategy lead jobs in Connecticut?

Yes, and more than most fields. About 75% of ai strategy lead openings tied to Connecticut are remote or hybrid as of September 2026, reflecting the advisory and planning nature of the role, which rarely requires daily on-site presence. Strategy, roadmapping, and stakeholder alignment work translates well to distributed teams, making this one of the more remote-accessible senior roles in Connecticut.

How can I get hired as a ai strategy lead in Connecticut with little or no experience?

The most realistic entry point is securing a data analyst, machine learning engineer, or digital product role at a Connecticut employer in insurance, healthcare, or fintech, then building visible AI project ownership from within. Large Connecticut employers like Cigna and Synchrony have internal rotational and emerging talent programs that move high-performing analysts toward strategy functions. Building a portfolio of AI initiative documentation or governance frameworks and earning a recognized AI certification accelerates the transition from technical contributor to strategy lead.

Where can I find and apply to ai strategy lead jobs in Connecticut?

You can find and apply to ai strategy lead jobs in Connecticut on Migrate Mate, which lists current openings across the state. Search the available roles, identify the ones that fit your background and target industry, and apply directly to those positions.

See All 6 AI Strategy Lead Jobs in Connecticut

Find roles in Connecticut that match your experience and apply in just a few clicks.

Find AI Strategy Lead Jobs