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Remote Professional Liability Insurance Jobs in Chicago, IL

HUB

Management Liability Specialist

Chicago, IL · On-site +1

$60K - $100K/yr

Insurance Journal (one of the Top 100 Property & Casualty Agencies in 2014, 2015, 2016, and 2021 ... This position has both hybrid and remote work options Salary: Disclosure required under applicable ...

Prime Insurance Company

Be Seen First

Insurance Underwriter

Chicago, IL · Remote

$45K - $250K/yr

NO REMOTE WORK AVAILABLE Company Description Prime Insurance Company is a committed and trusted ... liability risk.

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All JobsProfessional Liability Insurance JobsRemote Professional Liability Insurance JobsRemote Professional Liability Insurance Jobs in Chicago, IL

Remote Professional Liability Insurance information

See Chicago, IL salary details

$24.2K

$60.9K

$100.4K

How much do remote professional liability insurance jobs pay per year?

As of Aug 9, 2026, the average yearly pay for remote professional liability insurance in Chicago, IL is $60,876.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,700.00 and $79,800.00 per year, depending on experience, location, and employer.

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

To excel as a Remote Professional Liability Insurance Specialist, you need a strong understanding of insurance policies, risk assessment, and claims management, typically backed by relevant industry experience or certifications like CPCU or RPLU. Familiarity with insurance management software, digital communication platforms, and CRM systems is also essential. Outstanding attention to detail, analytical thinking, and effective virtual communication skills help build trust and resolve client concerns remotely. These competencies ensure accurate policy handling, regulatory compliance, and high-quality client service in a remote work environment.

What is a remote professional liability insurance specialist?

A Remote Professional Liability Insurance specialist is an insurance professional who works remotely, helping clients secure coverage that protects against claims of negligence, errors, or omissions in their professional services. They assess risk, advise clients on appropriate policies, and manage claims, all via digital communication tools instead of in-person meetings. This role requires strong knowledge of professional liability products, excellent communication skills, and the ability to use digital platforms to serve clients effectively.

What is the difference between Remote Professional Liability Insurance vs Remote IT Consultant Professional Liability Insurance?

AspectRemote Professional Liability InsuranceRemote IT Consultant Professional Liability Insurance
Coverage FocusGeneral professional services across various industriesSpecific to IT consulting and technology services
Required CredentialsVaries by profession, often includes licensing or certificationsIT certifications like CompTIA, Cisco, or Microsoft often preferred
Work EnvironmentRemote or on-site, diverse industriesPrimarily remote, technology-focused
Industry UsageUsed by professionals in multiple fieldsUsed specifically by IT consultants and tech professionals

While both types of insurance protect against professional liability claims, Remote Professional Liability Insurance offers broader coverage for various professions, whereas Remote IT Consultant Professional Liability Insurance is tailored specifically for technology and IT consulting services. Choosing the right policy depends on your industry and specific professional activities.

What are some common challenges faced by professionals working in remote professional liability insurance roles?

One common challenge in remote professional liability insurance roles is maintaining effective communication and collaboration with clients and team members, as much of the work involves assessing risk and managing claims virtually. Professionals must be proactive in using digital tools to coordinate with underwriters, legal specialists, and clients, ensuring all parties stay informed and aligned. Additionally, staying current with evolving regulations and industry standards is crucial, as remote work environments often require greater self-discipline and initiative. Balancing multiple cases and managing sensitive information securely are also key aspects of the role.
What are popular job titles related to Remote Professional Liability Insurance jobs in Chicago, IL? For Remote Professional Liability Insurance jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Professional Liability Insurance jobs in Chicago, IL look for? The top searched job categories for Remote Professional Liability Insurance jobs in Chicago, IL are:
Remote Professional Liability Insurance jobs near you

Insurance Coverage Attorney

Kaufman Dolowich LLP

Chicago, IL • On-site, Remote

$130K - $200K/yr

Full-time

PTO

Re-posted 14 days ago

Job description

The Chicago office of Kaufman Dolowich, a full-service National Law firm with more than 250 attorneys across 16 offices and over 25 practice areas, is actively seeking an attorney to join our growing Insurance Coverage and Litigation Practice.

This is an exciting opportunity to work alongside experienced practitioners on sophisticated insurance coverage matters in a collaborative and fast-paced environment. Our attorneys receive meaningful hands-on experience, direct client interaction, and strong mentorship while representing national, regional, and international insurance carriers in complex coverage disputes across a broad range of insurance lines.

Responsibilities

  • Manage a litigation caseload from inception through resolution
  • Analyze insurance policies and evaluate complex coverage issues
  • Draft coverage opinions, reservation of rights letters, disclaimer letters, and other coverage-related correspondence
  • Litigate insurance coverage matters, including handling depositions, motion practice, mediations, hearings, and trials
  • Draft pleadings, motions, briefs, legal memoranda, and other litigation-related documents
  • Communicate directly with clients and provide strategic guidance and regular case updates
  • Collaborate closely with attorneys across offices and practice groups on complex coverage and litigation matters 

Qualifications

  • Admission to practice in Illinois required; Indiana admission is a plus
  • 3+ years of insurance coverage and/or insurance coverage litigation experience
  • Strong analytical, writing, research, and communication skills
  • Ability to independently manage multiple matters in a fast-paced environment
  • Excellent organizational, case management, and interpersonal skills 

Preferred Experience

  • Professional liability coverage
  • Directors & Officers (D&O) liability coverage
  • Financial institutions coverage
  • Coverage opinion drafting and policy analysis
  • Insurance coverage litigation, including motion practice and depositions 

Why Join Kaufman Dolowich?

  • Collaborative and entrepreneurial culture with strong mentorship and support
  • Significant opportunities for professional growth, client development, and advancement
  • Unlimited PTO for Attorneys
  • Competitive compensation and comprehensive benefits package
  • Robust discretionary and billable-based bonus opportunities
  • Meaningful clients contact and hands-on litigation experience

Base Salary Range: $130,000-$200,000

Please note that the stated salary range is an estimate and does not guarantee a specific offer. Actual compensation will be determined based on market location, as well as the candidate’s experience, skills, and job-related qualifications. Base salary represents just one component of the comprehensive Total Rewards package offered by Kaufman Dolowich, which also includes a discretionary and billable hours-based bonus program and a robust benefits offering for full-time employees.

  • We offer flexible work arrangements, including hybrid and fully remote options. The specific arrangement will be determined in collaboration with you, based on your experience, responsibilities, and team needs.

Apply