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Remote Insurance Jobs in Middletown, CT (NOW HIRING)

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Paralegal

Hartford, CT · Remote

$65K - $99K/yr

The Role We are seeking an experienced remote Insurance Defense Paralegal to support Connecticut, Massachusetts and New England locations. The right candidate understands how a file progresses, knows ...

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Remote Insurance information

See Middletown, CT salary details

$23.8K

$59.8K

$98.7K

How much do remote insurance jobs pay per year?

As of Aug 9, 2026, the average yearly pay for remote insurance in Middletown, CT is $59,835.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,000.00 and $78,500.00 per year, depending on experience, location, and employer.

What are common challenges in a remote insurance and how can they be addressed?

Remote insurance professionals often face challenges such as maintaining consistent client communication across time zones, staying up to date with rapidly changing regulations, and ensuring the privacy and security of sensitive client data. To address these, it is important to establish clear routines, leverage secure digital tools, and proactively communicate availability with both team members and clients. Staying connected with your team through virtual meetings and ongoing training can also help you remain informed and engaged. With the right tools and a proactive approach, these challenges can be successfully managed for a rewarding remote insurance career.

What is a remote insurance?

A Remote Insurance job involves working in the insurance industry from a remote location, typically from home. Roles can vary and may include sales, claims processing, underwriting, customer service, or adjusting. Professionals use digital tools to assess policies, handle client inquiries, process claims, and manage risk assessments. These jobs require strong communication skills, knowledge of insurance policies, and the ability to work independently. Many insurance companies offer remote positions to improve flexibility and reach a broader talent pool.

What skills and qualifications are needed for a remote insurance?

To excel in a Remote Insurance role, you need a solid understanding of insurance products, policy management, and compliance regulations, often supported by previous insurance experience or relevant certification (such as a state insurance license). Familiarity with CRM software, digital document management systems, and secure communication platforms is essential. Strong organizational skills, self-motivation, and the ability to communicate clearly and empathetically with clients set top performers apart. These skills are important to ensure effective client support, regulatory compliance, and productivity in a fully remote environment.

What are the most commonly searched types of Insurance jobs in Middletown, CT? The most popular types of Insurance jobs in Middletown, CT are:
What are popular job titles related to Remote Insurance jobs in Middletown, CT? For Remote Insurance jobs in Middletown, CT, the most frequently searched job titles are:
What cities near Middletown, CT are hiring for Remote Insurance jobs? Cities near Middletown, CT with the most Remote Insurance job openings:
Infographic showing various Remote Insurance job openings in Middletown, CT as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 22% Part Time, 1% Temporary, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $59,835 per year, or $28.8 per hour.

Paralegal

Callahan & Fusco, LLC.

Hartford, CT • Remote

$65K - $99K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 26 days ago

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Job description

About the Firm

Callahan & Fusco is a regional insurance defense firm handling matters across the East Coast, including trucking, construction, product liability, and general liability litigation.

We operate on three core pillars: Trust, Accountability, and Excellence. We are also a technology-forward firm, actively leveraging systems and AI tools to improve efficiency and outcomes.

The Role

We are seeking an experienced remote Insurance Defense Paralegal to support Connecticut, Massachusetts and New England locations.

The right candidate understands how a file progresses, knows what comes next, and takes action without waiting to be told.

How We Operate

We utilize a pool system. Paralegals are not assigned to a single attorney.

You will work across multiple attorneys, matters, and clients. Work is assigned based on bandwidth, experience, and familiarity with the matter. Senior paralegals assist with delegation and workflow.

As cases move closer to trial, paralegals are assigned to specific matters and work more closely on those files to ensure they are fully prepared and positioned for trial.

This structure provides exposure, but also requires organization, communication, and accountability.

What We Expect

Top performers in this role:

  • Work independently and proactively
  • Understand the lifecycle of an insurance defense case
  • Anticipate next steps and move files forward
  • Are detail-oriented and organized
  • Communicate effectively with attorneys and team members
  • Handle time entry contemporaneously and follow billing guidelines
  • Help position matters for efficient resolution or trial

Responsibilities

  • Support matters from inception through trial
  • Review and summarize medical records and billing (chronologies)
  • Draft and manage discovery demands and responses
  • Prepare motions and litigation documents
  • Coordinate IMEs, experts, and scheduling
  • Summarize depositions and key case materials
  • Handle HIPAA authorizations and subpoenas
  • Manage PA/NY/NJ e-filing
  • Communicate with clients, carriers, and experts
  • Maintain organized files in the case management system

Technology

  • Filevine
  • Lexis / Lexis Protégé
  • Microsoft Teams
  • ROAM

We expect candidates to be comfortable with technology and open to using AI tools to improve efficiency.

Requirements

  • 2+ years of insurance defense experience (CT or MA required)
  • Experience with CT or MA court systems and e-filing
  • Experience in bodily injury and catastrophic loss matters preferred
  • Strong organizational and time management skills
  • Ability to work independently and within a team structure
  • Bachelor’s degree and/or Paralegal Certificate required
  • This is a remote position; however, the qualified candidate will be required to come to work onsite based on business needs.

Company Description

Callahan & Fusco is a growing regional law firm. Its main practice areas include trucking and transportation, general insurance defense litigation, construction/construction defect, and premises liability. Callahan & Fusco is known for attaining high-profile clients and its involvement in highly publicized cases. The firm prides itself on providing large firm capabilities with small firm flexibility while maintaining long-term relationships with its clients.