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Freelance Title Insurance Underwriter Jobs (NOW HIRING)

Chicago Title

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Title Insurance Underwriter

Winston Salem, NC · On-site

$35K - $55K/yr

Job Title: Title Insurance Underwriter Location: In Office - Winston-Salem Job Summary The Title Insurance Underwriter is responsible for reviewing, analyzing, and underwriting real estate ...

Key Title

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Title Insurance Underwriter (Hybrid)

Raleigh, NC · On-site

$50K - $60K/yr

We are proud to partner with Investors Title Insurance Company, a highly rated underwriter renowned for its financial stability and expertise. Key Title is committed to providing efficient service ...

First American

Tennessee Title Underwriter

Tennessee, IL · Remote

$97K - $130K/yr

Utilizes underwriting standards and guidelines within delegated authority limits, to underwrite the issuance of title insurance and provide guidance in the performance of real estate settlement ...

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$78.9K

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How much do freelance title insurance underwriter jobs pay per year?

As of Aug 2, 2026, the average yearly pay for freelance title insurance underwriter in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What are some common challenges faced by freelance title insurance underwriters, and how can they be managed?

Freelance title insurance underwriters often face challenges such as managing fluctuating workloads, staying updated on changing regulations, and maintaining clear communication with clients and title agents. To manage these challenges, it is important to establish strong organizational systems, invest in ongoing professional education, and use reliable tools for document management and secure communication. Building relationships with multiple clients can also help ensure a steady flow of assignments and professional growth.

What is a Freelance Title Insurance Underwriter?

A Freelance Title Insurance Underwriter is an independent professional who evaluates property titles and determines the risks involved in insuring them for real estate transactions. They review public records, legal documents, and property histories to identify any issues that could affect ownership or the validity of the title. Unlike staff underwriters who work for a specific company, freelancers typically contract with multiple title companies or law firms, providing flexibility and a broader range of experience. Their assessments help protect both the lender and the buyer from potential title disputes or claims.

What are the key skills and qualifications needed to thrive as a Freelance Title Insurance Underwriter, and why are they important?

To excel as a Freelance Title Insurance Underwriter, you need in-depth knowledge of real estate law, title examination, and underwriting principles, often supported by experience in the title industry and relevant licensing. Familiarity with industry-standard title production software, public records databases, and regulatory compliance tools is crucial. Strong analytical thinking, attention to detail, and effective communication skills help you evaluate risks and collaborate with clients. These competencies ensure accurate risk assessment, legal compliance, and successful transaction closings in a competitive, deadline-driven environment.
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What cities are hiring for Freelance Title Insurance Underwriter jobs? Cities with the most Freelance Title Insurance Underwriter job openings:
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What states have the most Freelance Title Insurance Underwriter jobs? States with the most job openings for Freelance Title Insurance Underwriter jobs include:
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Freelance Title Insurance Underwriter jobs near you
Infographic showing various Freelance Title Insurance Underwriter job openings in the United States as of July 2026, with employment types broken down into 28% Locum Tenens, 15% Full Time, 3% Part Time, 6% Contract, 47% Nights, and 1% Summer. Highlights an 60% Physical, 2% Hybrid, and 38% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.

Title Insurance Underwriter

Chicago Title

Winston Salem, NC • On-site

$35K - $55K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 16 days ago

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Job description

Job Title: Title Insurance Underwriter

Location: In Office – Winston-Salem

Job Summary

The Title Insurance Underwriter is responsible for reviewing, analyzing, and underwriting real estate transactions to determine insurability and issue title commitments and policies. This role involves assessing risk, resolving title defects, advising internal teams and clients, and ensuring compliance with underwriting guidelines, state regulations, and company standards.

Essential Duties and Responsibilities

  • Underwrite title insurance commitments, endorsements, and policies in accordance with company and regulatory guidelines
  • Review and analyze title searches, surveys, recorded documents, zoning matters, easements, restrictions, and other real property issues
  • Identify title defects, risks, and exceptions, and develop solutions to clear or insure over complex title matters
  • Draft and approve policy exceptions, requirements, endorsements, and special underwriting provisions
  • Provide underwriting guidance and technical support to escrow, closing, sales, and legal teams
  • Communicate effectively with clients, attorneys, lenders, and developers regarding underwriting decisions and risk mitigation
  • Interpret contracts, leases, loan documents, and other transaction‐related materials for underwriting purposes
  • Stay current on industry trends, underwriting practices, and applicable state and federal laws
  • Assist with training and mentoring staff, as needed
  • Maintain accurate documentation and ensure timely issuance of commitments and policies

Qualifications

  • High School Diploma or Bachelor’s degree strongly preferred
  • Minimum of 2+ years of experience in title insurance underwriting, real estate law, or related field
  • Strong understanding of real estate transactions, including acquisitions, refinances, and development projects
  • Excellent analytical, problem‐solving, and decision‐making skills
  • Ability to manage multiple files and deadlines in a fast‐paced environment
  • Strong written and verbal communication skills
  • Proficiency with title production systems and underwriting tools

Preferred Skills and Experience

  • Familiarity with complex endorsements and insured lender requirements
  • Background working with attorneys, lenders, and developers
  • Ability to balance risk management with client‐focused solutions

Work Environment & Physical Requirements

  • Primarily office‐based
  • Prolonged periods of sitting and computer use
  • Occasional travel may be required for client meetings or training

Company Description

Chicago Title Insurance Company dates back more than 150 years through the succession of several firms and corporations. We have a dynamic group and enormous opportunities for growth.