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The Hartford

Sells business insurance and employee benefits

Vice President, Applied AI - Employee Benefits

Full-Time
$225.6k - $338.4k/yr+ Short-term or annual bonuses + Long-term incentives
Expert
Bachelor's, Master's, PhD
Chicago, IL, USA+3 moreMore locations: Charlotte, NC, USA | Columbus, OH, USA | Hartford, CT, USA
HybridCandidates near an office must work on-site three days per week. Remote employees may need to visit an office as business needs arise.
AI & Machine LearningApplied Machine Learning
No H1B Sponsorship

About the job

Requirements
  • Demonstrated ability to lead Applied AI and data science strategy and execution across multiple lines of business or complex domains within a regulated enterprise environment.
  • Proven experience leading leaders of leaders and scaling organizational capability across multiple teams, portfolios, and disciplines including Applied AI and data science.
  • Strong technical and regulatory fluency across Applied AI, including generative and agentic AI, retrieval-augmented systems, evaluation and monitoring frameworks, and production AI operations.
  • Deep expertise in data science and quantitative methods, including forecasting, operational optimization, service analytics, demand modeling, persistency analysis, and cost/efficiency modeling.
  • Applied understanding of unstructured data and retrieval approaches, as well as structured data modeling and feature engineering to support business decision-making.
  • Strong expertise in AI governance, model risk management, and responsible AI practices, with the ability to apply these consistently across both AI systems and traditional models.
  • Demonstrated ability to drive business process transformation through the application of data science and Applied AI, including automation, optimization, and decision support.
  • Experience applying AI to service operations.
  • At least 20 years of applicable experience in Applied AI, data science, machine learning, or related quantitative fields.
  • At least 10 years leading large, complex organizations, including leadership of senior leaders across multiple teams, portfolios, or domains.
  • Demonstrated experience operating at VP level, influencing enterprise direction while owning outcomes across multiple lines of business or domains.
  • A bachelor's degree is required.
Responsibilities
  • Own Applied AI strategy and integrated data science outcomes across Employee Benefits, including employer lifecycle, enrollment, billing, service delivery, and operational functions, aligning with enterprise AI priorities while tailoring execution to domain-specific needs.
  • Define domain-level Applied AI strategy and influence enterprise AI direction through evidence-based recommendations, technical insight, and cross-functional alignment.
  • Lead executive decision-making and drive trade-offs across quality, risk, cost, scalability, and time-to-value for Applied AI and data science initiatives.
  • Drive transformation of Employee Benefits processes through Applied AI and data science, including enrollment optimization, service automation, contact center intelligence, billing accuracy, and employer/member experience across the full lifecycle.
  • Lead application and execution of the enterprise Applied AI operating model within the domain, ensuring teams operate within defined decision rights, engagement models, and delivery governance across multiple portfolios.
  • Ensure adherence to enterprise AI governance frameworks across portfolios, including evaluation, monitoring, model risk management, and responsible AI practices aligned with enterprise standards and regulatory expectations.
  • Set direction for evaluation and performance measurement across generative and agentic AI, retrieval-augmented systems, and traditional models, including persistency, enrollment forecasting, service demand prediction, billing accuracy, and operational performance optimization.
  • Oversee the end-to-end Applied AI and data science lifecycle across portfolios, from problem framing through model development, validation, deployment, monitoring, and continuous improvement.
  • Lead the identification and integration of new data sources, AI tooling, and quantitative methods into Employee Benefits workflows to improve service delivery, accuracy, scalability, and cost efficiency.
  • Oversee domain-level AI risk posture and model governance, aligning with Legal, Compliance, Model Risk, Privacy, Security, and Audit partners and maintaining readiness for regulatory review.
  • Drive cross-line-of-business prioritization, investment planning, and workforce strategy, aligning initiatives to measurable business outcomes and capacity constraints.
  • Champion reuse, standardization, and componentization of Applied AI and data science assets, aligning with enterprise AI platform strategy and enabling scalable deployment across portfolios.
  • Partner with Employee Benefits, Technology, and Service leaders to embed Applied AI into Employee Benefits strategies.
  • Design and scale the Applied AI leadership system across supported lines of business, including succession pipelines, capability frameworks, and long-term talent architecture.
  • Define and lead a domain-level Applied AI research and innovation agenda, balancing near-term delivery with exploration of emerging techniques, tools, and capabilities.
  • Monitor external AI, healthcare benefits, and regulatory trends, including HIPAA, ERISA, and data privacy, as well as industry practices and competitor capabilities, to maintain competitive positioning and inform strategic direction.
Desired Qualifications
  • Strong experience applying data science and AI within Employee Benefits, healthcare-related domains, or complex service-heavy insurance operations.
  • A master's or Ph.D. in a quantitative, technical, actuarial, or business field is preferred and may offset experience.

About the company

The Hartford sells insurance to businesses and individuals, covering property, liability, workers' compensation and auto risks, along with group disability, life and paid-leave benefits that employers offer their staff. Its business unit insures everything from local shops to large corporations and writes specialty coverage in the United States and abroad, while its personal unit sells car and home policies to individual customers. Agents, brokers and direct channels sell the policies, and the company earns money from premiums and from investing them before claims are paid. Its oldest insurer was founded in 1810, and the company is based in Hartford, Connecticut.

Company Size

10,001+

Company Stage

IPO

Headquarters

Hartford, Connecticut

Founded

1810

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Simplify Jobs

Simplify's Take

What believers are saying

  • Small business is accelerating: premiums grew 7% in the April to June 2026 quarter, with double-digit growth from first-time customers.
  • Benefits is scaling: an August 2026 deal for Equitable's benefits unit brings about 300 staff and $500 million in premium.
  • Early-career hires rotate through roles: its leadership development program moves participants across functions, and tuition aid starts on day one.

What critics are saying

  • Older claims are biting: Business Insurance spent 91.4 cents per premium dollar in the June 2026 quarter, up from 87.0.
  • Personal lines are shrinking: auto and home premiums fell 7% to $915 million in the quarter reported July 2026.
  • Expect regular office time: corporate staff have worked on site three days a week since January 2024.

What makes The Hartford unique

  • AARP members are its home market: The Hartford is the only auto and home insurer AARP endorses, through 2033.
  • Small companies are its specialty: The Hartford insures nearly 1.5 million small businesses through dedicated service centers.
  • Workplace leave is its stronghold: LIMRA ranks it first in fully insured disability and paid family leave coverage in force.

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Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life Insurance
  • Disability Insurance
  • Paid Vacation
  • Paid Holidays
  • Hybrid Work Options
  • Remote Work Options
  • Tuition Reimbursement

Company News

Associated Press
Jul 15th, 2026
The Hartford appoints former AssuredPartners CEO Randy Larsen to board

The Hartford has appointed Randy Larsen to its board of directors, effective 1 September. He will serve on the Finance, Investment and Risk Management Committee and the Nominating and Corporate Governance Committee. Larsen spent 13 years with AssuredPartners, a large insurance brokerage firm, serving as chief executive officer from 2023 until Gallagher acquired the company in 2025. During his tenure, he oversaw significant business growth through organic initiatives and acquisitions whilst leading operational transformation efforts. Prior to AssuredPartners, Larsen spent 14 years with insurance brokerage Schifman Remley & Associates, which AssuredPartners acquired in 2012. He earned a bachelor's degree in finance from Nebraska Wesleyan University.

Yahoo Finance
May 16th, 2026
Hartford beats revenue estimates by 40% but shares drop 2.6% on disappointing earnings

Hartford reported Q1 revenues of $7.23 billion, up 6.1% year on year, exceeding analyst expectations by 40%. Despite the top-line beat, the multi-line insurance company missed analysts' book value per share and earnings per share estimates. The Hartford, recognisable by its stag logo dating to 1810, provides property and casualty insurance, group benefits and investment products across the United States. The company delivered the largest analyst estimate beat among multi-line insurance stocks tracked this quarter. However, investors appeared dissatisfied with the results. Hartford's stock has declined 2.6% since reporting and currently trades at $132.15. The multi-line insurance sector overall saw revenues beat consensus estimates by 8.6%, though share prices have declined an average of 2.8% following earnings.

Business Wire
Apr 14th, 2026
The Hartford and UConn partner on worker safety and energy innovation research

The Hartford and the University of Connecticut have launched a collaboration focused on business resiliency, worker safety and energy innovation. The partnership includes two key initiatives: The Hartford Laborer Safety Fund and The Hartford Sustainability Research Fellowship. The Hartford will invest in UConn's Korey Stringer Institute to research how extreme heat affects workers across industries, examining both short- and long-term impacts on health and productivity. The companies plan to pilot heat-management programmes with select business customers. The Hartford Sustainability Research Fellowship, established within UConn's College of Engineering, will examine evolving energy needs of data centres and emerging risks related to onsite generation, battery storage and renewable energy. The research aims to provide insights into future insurance and risk-management needs for emerging technologies.

Yahoo Finance
Mar 23rd, 2026
Hartford Insurance targets cluster around $150 amid underwriting strength and P&C cycle concerns

Hartford Insurance Group has drawn price targets from several research firms clustering around US$150, aligning with a model fair value estimate of US$150.85. Goldman Sachs, Keefe Bruyette, Wells Fargo, Cantor Fitzgerald, Citi, Morgan Stanley and UBS have raised targets to the US$150-160 range, citing confidence in Hartford's underwriting and pricing execution. However, concerns remain about softening property and casualty market conditions. Goldman Sachs and BofA flag increased capital supply and competition pressuring growth, whilst BofA notes loss costs may be rising faster than prices in some lines. Hartford recently joined Centro Benefits' digital quoting ecosystem, opened a technology hub in Columbus, Ohio, and repurchased 3 million shares for US$400 million between October and December 2025.

Yahoo Finance
Feb 1st, 2026
Hartford Insurance reports Q4 core earnings of $1.1B, plans to boost quarterly buybacks to $450M

The Hartford Insurance Group reported fourth-quarter core earnings of $1.1 billion ($4.06 per share) and a full-year core earnings return on equity of 19.4%. Business insurance written premium grew 8%, whilst personal insurance showed improved combined ratios and employee benefits maintained solid margins. Net investment income rose 17% to $832 million in the fourth quarter. The company repurchased approximately $400 million of stock and plans to increase quarterly buybacks to $450 million. It also boosted catastrophe protection coverage to $1.9 billion and expects roughly $2.9 billion in net dividends from operating companies in 2026. Management is pursuing an "AI-first" strategy across claims, underwriting and operations. The company is rolling out its Prevail platform across agency and direct channels, with 10 states currently live and approximately 30 launches planned by early 2027.