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Remote Commercial Insurance Jobs in Chicago, IL (NOW HIRING)

AVP Applied AI

Chicago, IL · On-site +1

$182K - $273K/yr

AVP Data Science - GD05AE We're determined to make a difference and are proud to be an insurance ... This role can have a Hybrid or Remote work schedule. Candidates who live near one of our office ...

Strong knowledge of Medicare, Medicaid, Medicare Advantage, commercial insurance, ESRD reimbursement, and coordination of benefits. * Experience developing cross-functional processes, analyzing data ...

Pharmacy Prior Authorization Specialist

Woodridge, IL · On-site +1

$20.25 - $26.25/hr

Remote work possible after initial on-site training. Why Join Us? * A career with purpose: Help ... Knowledge of pharmacy terminology, pharmacy insurance claims, Medicare, Medicaid, and commercial ...

Showing results 21-40

Remote Commercial Insurance information

See Chicago, IL salary details

$31.9K

$60K

$89.1K

How much do remote commercial insurance jobs pay per year?

As of Sep 2, 2026, the average yearly pay for remote commercial insurance in Chicago, IL is $59,952.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $68,500.00 per year, depending on experience, location, and employer.

What is a remote commercial insurance job?

A Remote Commercial Insurance job involves working from a location outside of a traditional office to provide insurance solutions for businesses. People in these roles help companies assess risks, select appropriate insurance policies, and manage claims, all through digital communication and online platforms. Responsibilities can include sales, underwriting, customer service, or claims adjustment, depending on the specific position. Working remotely allows for flexibility and can involve collaborating with clients and teams across various locations.

What are the key skills and qualifications needed to thrive as a remote commercial insurance specialist?

To thrive as a Remote Commercial Insurance Specialist, you need a solid understanding of insurance products, underwriting principles, risk assessment, and typically a state insurance license. Familiarity with insurance management software, CRM systems, and quoting platforms is important for efficient client and policy management. Strong communication, self-motivation, and organizational skills help you build client relationships and work independently in a remote setting. These competencies are essential for delivering effective insurance solutions, maintaining compliance, and achieving sales or service targets remotely.

How does working remotely as a commercial insurance professional impact collaboration with clients and team members?

Working remotely in Commercial Insurance means you'll rely heavily on digital communication tools to collaborate with both clients and colleagues. Regular video calls, emails, and instant messaging are essential for maintaining strong relationships and ensuring clear communication, especially when discussing policy details or handling claims. While you may miss out on some in-person interactions, many organizations have established robust virtual processes to support teamwork and client engagement. Adapting to remote work can present challenges, such as managing time zones and staying organized, but it also offers flexibility and the ability to serve clients efficiently from any location.

What is the difference between Remote Commercial Insurance vs Remote Property & Casualty Insurance Agent?

AspectRemote Commercial InsuranceRemote Property & Casualty Insurance Agent
CertificationsLicenses in commercial lines, such as CPCU or CICLicenses in property & casualty insurance, such as P&C license
Work EnvironmentRemote or office-based, focusing on commercial clientsRemote or office-based, serving personal and commercial clients
Industry UsagePrimarily in commercial insurance sectorIn both personal and commercial insurance sectors
Job FocusRisk assessment and policy placement for businessesPolicy sales and service for property & casualty policies

Remote Commercial Insurance professionals specialize in commercial policies, requiring specific commercial licenses and focusing on business clients. In contrast, Remote Property & Casualty Insurance Agents handle both personal and commercial policies, often with broader licensing. While both roles involve insurance sales and customer service, their target clients and certifications differ.

What are the most commonly searched types of Commercial Insurance jobs in Chicago, IL?

The most popular types of Commercial Insurance jobs in Chicago, IL are:

What are popular job titles related to Remote Commercial Insurance jobs in Chicago, IL?

For Remote Commercial Insurance jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Commercial Insurance jobs in Chicago, IL look for?

The top searched job categories for Remote Commercial Insurance jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Commercial Insurance jobs?

Cities near Chicago, IL with the most Remote Commercial Insurance job openings:

Infographic showing various Remote Commercial Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $59,952 per year, or $28.8 per hour.

AVP Applied AI

The Hartford

Chicago, IL • On-site, Remote

$182K - $273K/yr

Full-time

Re-posted 15 days ago


The Hartford rating

8.8

Company rating: 8.8 out of 10

Based on 122 frontline employees who took The Breakroom Quiz

57th of 315 rated insurance


Job description

AVP Data Science - GD05AE

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.   

The Assistant Vice President (AVP), Applied AI  leads data science, traditional machine learning, and agentic AI capabilities supporting The Hartford’s Business Insurance. This role partners closely with underwriting, product, actuarial, and technology leaders to deliver scalable, production ready models and ‑AI driven‑ decision systems that support complex risks, bespoke products, and profitable growth across specialty markets.This role can have a Hybrid or Remote work schedule.  Candidates who live near one of our office locations will have the expectation of working in an office 3 days a week (Tuesday through Thursday)  Candidates who do not live near an office will have a remote work arrangement, with the expectation of coming into an office as business needs arise. Must be eligible to work in the US without company sponsorship.Primary Job Responsibilities
  • Own delivery, performance, and risk outcomes for one or more large, complex Applied AI portfolios spanning multiple teams, domains, or lines of business. Translate enterprise and business‑unit AI priorities into multi‑year portfolio roadmaps and investment plans.
  • Ensure applied AI solutions deliver measurable business value while meeting standards for security, reliability, explainability, fairness, safety, and cost efficiency across solution types including generative and agentic AI, retrieval‑augmented systems, forecasting, recommendation systems, anomaly or fraud detection, and multimodal use cases.
  • Lead and develop Sr. Directors and Directors. Build leadership bench strength through succession planning, coaching, and capability development. Ensure consistent application of the Applied AI operating model, decision rights, delivery discipline, and escalation paths across the portfolio. Reinforce shared expectations for quality, evaluation rigor, and production readiness.
  • Provide portfolio‑level technical direction and rigorous oversight, partnering closely with Principal ICs, Architecture, AI Platform, and Centers of Excellence. Ensure consistent adoption of approved AI standards, patterns, and guardrails.
  • Review and thoughtfully evaluate portfolio‑level architectural choices, evaluation approaches, production readiness, and operational risk signals, guiding leaders through disciplined trade‑offs across quality, grounding, latency, cost, scalability, and regulatory risk.
  • Accountable for consistent application of evaluation and monitoring practices across the portfolio. Ensure evaluation frameworks span classification, information retrieval, RAG/chat, forecasting, and customer or operational KPIs. Oversee governance of metric taxonomies, thresholds, validation evidence, gold and synthetic test sets, A/B testing practices, drift detection, failure‑mode analysis, and incident response expectations. Ensure evaluation results inform prioritization, release decisions, and risk management at the executive level.
  • Set portfolio‑level expectations and governance for unstructured data and retrieval practices, including document ingestion pipelines, parsing, OCR, layout‑aware extraction, metadata and lineage management, access controls, PII detection and redaction, and auditability. Ensure retrieval strategy decisions, including embedding approaches, hybrid and dense retrieval patterns, reranking, grounding validation, and multilingual considerations, align with enterprise standards and regulatory requirements.
  • Accountable for portfolio-level AI governance ensuring alignment with Legal, Compliance, Model Risk, Privacy, Security, and Audit partners. Maintain readiness for audits and regulatory review by ensuring governance artifacts, controls, escalation paths, and operational evidence are consistently established and enforced. Escalate material risks, trade‑offs, and investment decisions to VPs with clear options and implications.
  • Partner with senior leaders across Product, Technology, Operations, Claims, Underwriting, Finance, and HR to align Applied AI delivery with business outcomes. Influence portfolio funding, prioritization, and workforce planning through evidence‑based assessments of delivery performance, evaluation outcomes, and risk considerations.
  • Oversee portfolio‑level planning, dependencies, resourcing, and financial stewardship. Adjust plans to address shifting priorities, capacity constraints, emerging technical risks, or regulatory changes. Drive continuous improvement in delivery effectiveness, operational resilience, governance maturity, and value realization across the Applied AI portfolio.
Skills
  • Demonstrated experience leading large, complex Applied AI portfolios in regulated enterprise environments.
  • Proven ability to lead Sr. Directors and Directors, building durable leadership capacity and consistent operating discipline across organizations.
  • Strong technical and regulatory fluency across applied AI, including generative and agentic AI, retrieval‑augmented systems, evaluation and monitoring practices, and production AI operations, sufficient to review, inform, and govern senior‑level decisions.
  • Applied understanding of unstructured data and retrieval approaches, including document ingestion pipelines, OCR, layout‑aware extraction, embeddings, hybrid and dense retrieval, reranking, metadata and lineage management, and PII controls.
  • Deep familiarity with AI governance, model risk management, responsible AI practices, and compliance‑by‑design expectations.
  • Demonstrated success translating strategy into coordinated execution and investment decisions across multiple teams over multi‑year horizons.
  • Ability to influence VPs and senior partners through clear, data‑driven communication of technical trade‑offs, evaluation outcomes, portfolio risks, and business impact.
Education, Experience, Certifications and Licenses
  • 12+ years of applicable experience with a Bachelor’s degree; fewer years may be accepted with a higher degree. Master’s or Ph.D. preferred in Machine Learning, Applied Mathematics, Data Science, Computer Science, or a similar analytical field, or progress towards a relevant professional designation.
  • 7–10+ years leading leaders, large portfolios, or complex programs.

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

$182,400 - $273,600

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age


What The Hartford employees say

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Benefits

Hours and flexibility

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About Hartford

Sourced by ZipRecruiter

Hartford Financial Services Group, widely recognized as The Hartford, is a renowned company based in Hartford, CT, US. Established in 1810, it has evolved into an industry leader in the insurance and financial services sector, proudly serving more than one million businesses in the US. The Hartford is committed to offering a gamut of insurance products that include homeowners, automobile, and business insurance as well as employee benefits and mutual funds. The company’s core values revolve around customer-focused innovations, diversity and inclusion, and ethical dealings that have earned them a customer-centric reputation. This shapes their mission which revolves around aiding their clients to overcome unforeseen obstacles and enhancing their wealth over time. Among the company's noted accomplishments is being consistently listed among the World's Most Ethical Companies, a testament to their unwavering commitment towards responsible business practices.

Industry

Finance and insurance

Company size

10,000+ Employees

Headquarters location

Hartford, CT, US

Year founded

1810

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