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Work Remotely Jobs in Chicago, IL (NOW HIRING)

Primera Engineers, Ltd.

Mechanical Engineer

Chicago, IL · On-site +1

You'll enjoy flexibility to work remotely, work with great people, continue to learn and grow, and have a good time doing it. WHO WE ARE We value knowledge and learning. We believe in the power of ...

Lone Star Careers

Remote Sales Rep

Chicago, IL · Remote

$69K - $150K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

Lone Star Careers

Remote Sales Executive

Elgin, IL · Remote

$69K - $150K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

HMG Careers

Remote Sales Specialist

Joliet, IL · Remote

$69K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

Lone Star Careers

Remote Sales Executive

Gary, IN · Remote

$69K - $150K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

Lone Star Careers

Remote Life Insurance Agent

Gary, IN · Remote

$69K - $150K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

HMG Careers

Remote Life Insurance Agent

Gary, IN · Remote

$69K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

HMG Careers

Remote Sales Rep

Joliet, IL · Remote

$69K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

HMG Careers

Remote Account Executive

Chicago, IL · Remote

$69K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

HMG Careers

Remote Sales Executive

Elgin, IL · Remote

$69K/yr

You will work remotely, serving clients by providing guidance and protection solutions for individuals and families. What We Offer * Remote, work-from-home career * Average first-year earnings of ...

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Showing results 1-20

All JobsWork Remotely JobsWork Remotely Jobs in Chicago, IL

Work Remotely information

See Chicago, IL salary details

$21K

$79.8K

$150.9K

How much do work remotely jobs pay per year?

As of Jul 27, 2026, the average yearly pay for work remotely in Chicago, IL is $79,798.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,754.00 and $99,562.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Work Remotely position, and why are they important?

To excel while working remotely, you need strong self-motivation, time management, and digital communication skills, typically supported by proven experience in your field and a reliable internet connection. Familiarity with collaborative tools like Slack, Zoom, and project management platforms such as Asana or Trello is often required. Being highly organized, adaptable, and proactive in communication will set you apart in this environment. These skills are essential for maintaining productivity, ensuring clear collaboration, and delivering results without face-to-face supervision.

What are some common challenges of working remotely, and how can I overcome them?

Working remotely can present challenges such as staying motivated without direct supervision, managing potential feelings of isolation, and maintaining clear communication with your team. Setting up a dedicated and comfortable workspace, establishing a consistent daily routine, and making use of digital collaboration tools can help you stay productive and connected. It's also beneficial to proactively schedule regular check-ins and virtual meetings with colleagues to foster team cohesion. By developing these healthy habits, remote workers can create an efficient, engaged, and rewarding work experience.

What jobs can I do completely remotely?

Work remotely jobs include roles such as software developers, graphic designers, writers, customer support agents, digital marketers, and data analysts. These positions typically require internet access, relevant skills, and often specific software or tools, and they can be performed from any location with a stable connection.

What is the best job to work remotely?

The best remote jobs often include roles such as software developer, graphic designer, digital marketer, content writer, and customer support specialist, which typically require strong communication skills and proficiency with relevant tools like project management and communication software. These roles usually offer flexible schedules and can be performed independently with minimal in-person interaction.

What is a Work Remotely job?

A Work Remotely job is a position that allows employees to perform their tasks from outside a traditional office, usually from home or another remote location. These jobs typically utilize digital communication and collaboration tools to stay connected with teams. Remote work can be full-time, part-time, or freelance, depending on the employer and role. It offers flexibility but also requires discipline, time management, and self-motivation. Many industries, including tech, customer service, marketing, and writing, offer remote job opportunities.

Is Amazon work from home a real thing?

Amazon offers remote work opportunities for various roles, including customer service, technical support, and administrative positions. These jobs typically require specific skills, a reliable internet connection, and adherence to company policies on remote work. Many remote Amazon jobs are listed on their careers site and are legitimate employment options.
What are the most commonly searched types of Work Remotely jobs in Chicago, IL? The most popular types of Work Remotely jobs in Chicago, IL are:
What are popular job titles related to Work Remotely jobs in Chicago, IL? For Work Remotely jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Work Remotely jobs in Chicago, IL look for? The top searched job categories for Work Remotely jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Work Remotely jobs? Cities near Chicago, IL with the most Work Remotely job openings:
Work Remotely jobs near you
Infographic showing various Work Remotely job openings in Chicago, IL as of July 2026, with employment types broken down into 81% Full Time, 6% Part Time, and 13% Contract. Highlights an 100% Remote job distribution, with an average salary of $79,798 per year, or $38.4 per hour.

Senior Commercial General Liability Claims Examiner

KING'S INSURANCE STAFFING LLC

Chicago, IL • On-site, Remote

$105K - $110K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 20 days ago

Job description

Our client, an A-rated Insurance Carrier, is seeking to add a Senior Commercial General Liability Claims Specialist to their team. This person would be responsible for directly handling moderate to complex non-litigated Commercial General Liability claims including Slip and Falls, Premise Liability, and Bodily Injury losses throughout the country. Responsibilities of this position include coverage analysis, investigation, evaluation, negotiation and settlement of assigned claims. This person would have the ability to work remotely.
  • Handle a pending of 90 – 110 Commercial General Liability files.
  • Analyze coverage as it relates to the facts and allegations of the claim.
  • Prepare Reservation of Rights and Declination of Coverage letters.
  • Possess strong litigation management skills to aggressively manage litigation activities, budgets and claim outcomes while considering the overall impact to the customer and company.
  • Perform coverage, liability, and damage analysis on all claim’s assignments
  • Investigate allegations and determine facts based on evidence and interviews
  • Maintain a high level of communication internally with Claims Management team and externally with Insureds, claimants, attorneys, and brokers.
  • Identify and pursue appropriate cost containment, loss mitigation and subrogation recovery opportunities.
Requirements:
  • 5+ years of Commercial General Liability claims experience.
  • Must have experience working directly for an Insurance Carrier.
  • Well versed in drafting coverage position letters.
  • Must hold an active adjuster’s license.
  • Strong verbal and written communication skills, including the capability to write routine reports and correspondence, speak effectively before groups of customers or employees and handle litigations and negotiations.
  • Bachelor's Degree strongly desired but not required.
Salary/Benefits:
  • $105,000 to $120,000+ annual base salary plus 10-20% bonus
  • Ability to work remotely
  • Extremely competitive Medical, Dental, Vision and Life plans
  • Employer matching 401(k) plan
  • Lucrative PTO plan
  • Promotional opportunities very likely