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Remote Risk Jobs in Chicago, IL (NOW HIRING)

micro1 AI

Insurance Underwriter (E&S) - Remote

Chicago, IL · Remote

$55 - $70/hr

Remote Job Summary: As a Insurance Underwriter - Excess & Specialty, you'll apply your expertise to ... Identify risk factors, apply sound underwriting judgement, and ensure compliance with industry ...

Solid Rock Recruiting LLC

Remote Tax Senior

Chicago, IL · Remote

$101K - $135K/yr

Remote (U.S.-based) Job Type: Full-time About the Firm: Mid-size public accounting firm that ... and risk mitigation. Review complex tax returns and research technical tax issues to ensure ...

Origami Risk LLC

Senior Corporate Counsel

Chicago, IL · On-site +1

$150K - $200K/yr

All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic Life Insurance

Origami Risk LLC

Site Reliability Engineer

Chicago, IL · On-site +1

$100K - $120K/yr

All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic Life Insurance

Origami Risk LLC

Senior Corporate Counsel

Chicago, IL · On-site +1

$150K - $200K/yr

All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic Life Insurance

Baba

Physician - Remote (MD/DO) 1099

Chicago, IL · Remote

These intake visits are the cornerstone of Baba's service-- identifying high-risk conditions, unmet ... This is a remote, 1099 (contractor) position, suitable for physicians seeking flexible, high-impact ...

DivIHN

Occupational Health Nurse - Remote

Deerfield, IL · On-site +1

$72.70K - $99.70K/yr

Remote Part-time (to cover PTO) Only W2 candidates are eligible for this position. Third-party or ... Aligns medical activities (e.g. first-aid) with ergonomic risk assessments and reduction control ...

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Remote Risk information

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$14

$31

$76

How much do remote risk jobs pay per hour?

As of May 30, 2026, the average hourly pay for remote risk in Chicago, IL is $31.25, according to ZipRecruiter salary data. Most workers in this role earn between $20.05 and $39.86 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Risk Analyst, and why are they important?

To thrive as a Remote Risk Analyst, you need strong analytical skills, knowledge of risk management principles, and typically a degree in finance, business, or a related field. Familiarity with risk analysis software, data visualization tools, and certifications like FRM (Financial Risk Manager) are often required. Excellent communication, attention to detail, and self-motivation are vital soft skills for collaborating remotely and ensuring thorough risk assessments. These abilities help identify potential threats, support informed decision-making, and maintain organizational resilience in a remote work environment.

How does a Remote Risk professional typically collaborate with cross-functional teams to address potential threats?

Remote Risk professionals often work closely with IT, compliance, legal, and operations teams to identify and mitigate potential threats. Collaboration typically involves regular virtual meetings, sharing risk assessments, and developing response strategies using digital communication tools. As a remote worker, strong written and verbal communication skills are essential to ensure all stakeholders are informed and aligned on risk management practices. Effective collaboration also means proactively seeking input from various departments to build a comprehensive risk profile and ensure timely resolution of issues.

What are Remote Risk jobs?

Remote Risk jobs are positions in risk management that are performed entirely or mostly from a remote location, rather than in a traditional office setting. These roles involve identifying, assessing, and mitigating risks that could affect a company’s operations, finances, or reputation. Common tasks include analyzing data, developing risk management strategies, and ensuring compliance with regulations. Remote Risk professionals often use digital tools and platforms to communicate and collaborate with their teams. This flexibility allows companies to access a broader talent pool and enables employees to work from anywhere.

What is the difference between Remote Risk vs Remote Underwriter?

AspectRemote Risk
Required CredentialsRisk assessment certifications, insurance licenses
Work EnvironmentRemote, independent analysis of insurance risks
Employer & Industry UsageInsurance companies, brokers, risk management firms
Common Search & ComparisonPeople compare Remote Risk with Remote Underwriter due to similar roles in insurance decision-making

Remote Risk professionals evaluate potential insurance risks remotely, focusing on risk analysis and policy recommendations. Remote Underwriters also assess insurance applications but often have more direct authority to approve or deny coverage. While both roles require similar credentials and work environments, Remote Underwriters typically have more decision-making power. Understanding these differences helps job seekers find the right role aligned with their skills and career goals.

What are the most commonly searched types of Risk jobs in Chicago, IL? The most popular types of Risk jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Risk jobs? Cities near Chicago, IL with the most Remote Risk job openings:
Remote Risk jobs near you
Infographic showing various Remote Risk job openings in Chicago, IL as of May 2026, with employment types broken down into 80% Full Time, 11% Part Time, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $65,002 per year, or $31.3 per hour.
Insurance Underwriter (E&S) - Remote

Insurance Underwriter (E&S) - Remote

micro1 AI

Chicago, IL • Remote

$55 - $70/hr

Part-time

This job post has expired today. Applications are no longer accepted.

Job description

Job Title: Insurance Underwriter – Excess & Specialty


Job Type: Contractor


Location: Remote


Job Summary: As a Insurance Underwriter – Excess & Specialty, you'll apply your expertise to help train next-generation AI systems. Your work will shape how models learn, reason, and perform through high-quality, real-world input. No prior experience in AI is required — your domain knowledge is what matters.


Key Responsibilities:

  1. Leverage your extensive underwriting expertise to evaluate complex commercial and specialty risk scenarios in the US insurance market.
  2. Analyze, interpret, and structure coverage for excess and specialty lines, focusing on liability, umbrella, and unique risk categories.
  3. Assess policy language and provide nuanced feedback on policy interpretation and coverage analysis.
  4. Identify risk factors, apply sound underwriting judgement, and ensure compliance with industry standards and insurance regulations.
  5. Support the development of AI training data by contributing real-world insights on underwriting practices and coverage operations.
  6. Collaborate in a remote environment, providing clear, effective written and verbal communication to enhance AI system understanding.
  7. Share insight into evolving trends, emerging risks, and innovations within specialty and excess insurance lines.


Required Skills and Qualifications:

  1. 4–5+ years of hands-on underwriting experience in commercial lines, specialty insurance, excess casualty, or umbrella products.
  2. In-depth understanding of commercial P&C, liability coverage, and policy evaluation best practices.
  3. Demonstrated expertise in policy interpretation, insurance compliance, and comprehensive coverage analysis.
  4. Experience working with insurance operations in complex or specialty risk environments.
  5. Excellent written and verbal communication skills, with the ability to articulate nuanced underwriting concepts.
  6. Proven track record within the US insurance market or with US-based clients and frameworks.


Preferred Qualifications:

  1. Prior exposure to emerging risk types, complex liability structures, or innovative coverage solutions within excess & specialty lines.
  2. Experience collaborating on cross-functional teams or contributing to process improvement initiatives in insurance operations.
  3. Global candidates with deep familiarity with US underwriting standards and commercial insurance practices are strongly encouraged to apply.

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