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

Acquisition Network

ETA Searcher

Chicago, IL · Remote

$150K - $200K/yr

Remote Job Type: Contract / Program Participation (Paid Service) About The Acquisition Network The Acquisition Network is a global platform that empowers entrepreneurs, operators, and professionals ...

HMG Careers

Remote Account Executive

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Account Executive

Gary, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Account Executive

Naperville, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Account Executive

Chicago, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Account Executive

Joliet, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Account Executive

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Showing results 21-40

All JobsTitle Insurance JobsRemote Title Insurance JobsRemote Title Insurance Jobs in Chicago, IL

Remote Title Insurance information

See Chicago, IL salary details

$24.2K

$60.9K

$100.4K

How much do remote title insurance jobs pay per year?

As of Aug 7, 2026, the average yearly pay for remote title 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 is a remote title insurance job?

A remote title insurance job involves performing the tasks related to title insurance—such as examining property records, processing title documents, and ensuring clear property ownership—from a location outside of a traditional office, often from home. These professionals work for title insurance companies, real estate firms, or as independent contractors, using online tools and secure platforms to research public records, prepare reports, and communicate with clients and other parties. Remote title insurance jobs require strong attention to detail, excellent communication skills, and a good understanding of real estate transactions and legal documentation. Many companies now offer these roles to meet the demand for flexible work arrangements and to leverage digital workflows.

What are some common challenges faced by professionals working remotely in title insurance, and how can they be addressed?

Remote title insurance professionals often encounter challenges related to communication and access to secure, up-to-date records. Since much of the role involves coordinating with clients, lenders, and county offices, delays or miscommunications can occur when working from a distance. To address these issues, it’s important to utilize secure digital platforms for document sharing and to maintain regular virtual meetings with team members. Staying organized and proactive in follow-ups also helps ensure smooth transactions and accurate record-keeping.

What are the key skills and qualifications needed to thrive as a remote title insurance specialist, and why are they important?

To thrive as a Remote Title Insurance Specialist, you need a thorough understanding of real estate transactions, title searches, and title insurance principles, usually supported by experience in real estate or a related certification. Familiarity with title production software, digital document management systems, and e-recording platforms is essential. Strong attention to detail, effective communication, and organizational skills help ensure accuracy and timely processing of complex documents. These abilities are crucial for minimizing risk, ensuring legal compliance, and providing smooth, reliable service to clients in a remote environment.

What is the difference between Remote Title Insurance vs Remote Title Examiner?

AspectRemote Title InsuranceRemote Title Examiner
CertificationsTitle Insurance License, State-specific certificationsTitle Examination Certification, Not always required
Work EnvironmentOffice-based or remote, involved in policy issuancePrimarily remote, focused on reviewing property titles
Industry UsageInsurance companies, title agenciesTitle companies, real estate firms
Job FocusIssuing title insurance policies, risk assessmentResearching and examining property titles

Remote Title Insurance professionals handle policy issuance and risk assessment, often requiring licensing. Remote Title Examiners focus on researching property titles, typically needing specific certification but less licensing. Both roles are integral to real estate transactions but differ in responsibilities and certification requirements.

What are popular job titles related to Remote Title Insurance jobs in Chicago, IL? For Remote Title Insurance jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Title Insurance jobs in Chicago, IL look for? The top searched job categories for Remote Title Insurance jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Title Insurance jobs? Cities near Chicago, IL with the most Remote Title Insurance job openings:
Remote Title Insurance jobs near you
Infographic showing various Remote Title Insurance job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $60,876 per year, or $29.3 per hour.

ETA Searcher

Acquisition Network

Chicago, IL • Remote

$150K - $200K/yr

Contractor

Re-posted 16 days ago

Job description

ETA Searcher (Program Applicant) – The Acquisition Network

Company: The Acquisition Network
Location: Remote
Job Type: Contract / Program Participation (Paid Service)

About The Acquisition Network

The Acquisition Network is a global platform that empowers entrepreneurs, operators, and professionals to acquire profitable small businesses with confidence. Our team brings 10+ years of buy-side M&A experience, with a track record of helping operators across the world identify, evaluate, negotiate, and acquire companies that generate strong cash flow and long-term value.

We combine data-driven deal sourcing, private lending partnerships, and remote management systems to help clients become owners—not operators—of multiple profitable companies.
Our platform supports every stage of the acquisition journey, including:

  • Investment thesis development

  • Deal sourcing and outbound search

  • Financial modeling and valuation

  • Negotiation and due diligence

  • Capital introductions

  • Strategic planning and operational support

We exist to help ambitious professionals enter or scale in the world of small-business acquisition without navigating the search alone.

About the Opportunity

Are you an operator, ETA searcher, search fund professional, or acquisition-minded professional looking to buy a business—but lacking the time, deal flow, or M&A expertise to do it efficiently?

The Acquisition Network is accepting applications for our Business Acquisition Partner Program — a paid service where our experienced team finds, vets, negotiates, and supports your acquisition, helping you become a business owner with a proven team behind you.

This posting is not an employment role. It is an opportunity to pre-qualify for an exclusive acquisition program where you partner with our team to acquire and manage a profitable company.

What the Program Includes (Paid Service)End-to-End Acquisition Support

  • Custom Investment Thesis & Acquisition Roadmap

  • Proprietary Deal Sourcing (inbound + outbound)

  • Comprehensive M&A Analysis & Financial Modeling

  • Valuation, Negotiation, LOI & APA Support

  • Access to Private Lenders and Capital Partners

  • Strategic Planning & Management Consulting

  • Installation of Remote/Local Management Teams

We handle sourcing, analysis, negotiations, and infrastructure—so you can focus on becoming a business owner.

Who This Is For

Ideal for professionals who want to acquire a business within the next 6–12 months:

  • Business Operators & General Managers

  • ETA Searchers & Search Fund Professionals

  • Corporate Leaders & Managers

  • Investment, Banking, and Consulting Professionals

  • Entrepreneurs seeking cash-flowing acquisitions

  • First-time buyers with capital or access to financing

You do not need M&A experience—just the drive to own and scale a business.

Qualifications

  • 5+ years of leadership, operations, finance, entrepreneurship, or business experience

  • Strong motivation to acquire and operate (or oversee) a small business

  • Ability to fund or finance an acquisition (we help with lending partners)

  • Willingness to collaborate closely with our acquisition team

Compensation

This is not a salaried position.
Participants pay for The Acquisition Network’s acquisition services, deal sourcing, and management infrastructure.

Why Apply

  • Acquire a profitable business faster and more efficiently

  • Reduce risk through vetted deal flow and expert due diligence

  • Access lenders, private capital, and deal-negotiation support

  • Build long-term wealth as an owner—not just an operator

  • Benefit from a proven system and experienced team behind you

How to Apply

Apply now to see if you pre-qualify for the Business Acquisition Partner Program.
Eligible applicants will be contacted for an initial consultation to review fit, capital readiness, and timeline.