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Preferred Risk Insurance Jobs in Chicago, IL (NOW HIRING)

Regional Sales Manager

Chicago, IL · On-site +1

$165K - $185K/yr

Familiarity with Salesforce CRM. * Remote work permitted, but preferred proximity to Chicago. * Up ... Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic ...

Regional Sales Manager

Chicago, IL · On-site +1

$165K - $185K/yr

Familiarity with Salesforce CRM. * Remote work permitted, but preferred proximity to Chicago. * Up ... Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic ...

Property Risk Consultant

Chicago, IL · On-site

$150K - $160K/yr

... Risk insurance carrier or vendor. * Technically proficient in understanding, interpreting, and ... Fire protection certification preferred but not required. For positions in San Francisco and Los ...

Regional Sales Manager

Chicago, IL · On-site

$165K - $185K/yr

Familiarity with Salesforce CRM. * Remote work permitted, but preferred proximity to Chicago. * Up ... Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic ...

Regional Sales Manager

Chicago, IL · On-site

$165K - $185K/yr

Familiarity with Salesforce CRM. * Remote work permitted, but preferred proximity to Chicago. * Up ... Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic ...

Familiarity with insurance regulatory requirements, including NAIC guidance and ORSA Preferred * Experience within a Property & Casualty insurance organization * Working knowledge of enterprise risk ...

New

Solid understanding of risk, insurance, and claims. Often travels for client needs (e.g., claim reviews, stewardship discussions). Preferred: Strong working knowledge of GB products and services. Has ...

Showing results 41-60

Preferred Risk Insurance information

See Chicago, IL salary details

$14

$31

$76

How much do preferred risk insurance jobs pay per hour?

As of Sep 14, 2026, the average hourly pay for preferred risk insurance 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 is preferred risk insurance?

Preferred Risk Insurance refers to insurance policies offered to individuals or businesses that are considered low risk by insurance companies. These policyholders typically have a favorable claims history, good credit, and other positive risk factors, which can result in lower premiums and better coverage options. Preferred risk categories exist in various types of insurance, including auto, home, and life insurance, and are used by insurers to reward responsible customers. Being classified as a preferred risk can help you save money and access more comprehensive insurance products.

What are the key skills and qualifications needed to thrive as a preferred risk insurance underwriter?

To thrive as a Preferred Risk Insurance Underwriter, you need a solid understanding of risk assessment, insurance policies, and underwriting principles, typically supported by a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, industry databases, and insurance regulations is crucial, and professional certifications like CPCU or AU are often preferred. Strong analytical thinking, attention to detail, and effective communication are vital soft skills for evaluating applications and collaborating with agents or clients. These skills ensure accurate risk evaluation, profitable decision-making, and regulatory compliance within the insurance industry.

What are some common challenges faced by professionals working in preferred risk insurance, and how can they effectively address them?

Professionals in Preferred Risk Insurance often face the challenge of accurately assessing and underwriting applicants who fall within favorable risk categories, while ensuring compliance with regulatory standards. Balancing competitive pricing with profitability is another key challenge, as is staying updated on evolving risk factors and industry trends. To address these issues, it's important to maintain strong analytical skills, foster clear communication with underwriting and sales teams, and regularly participate in training sessions or industry seminars. Collaboration with actuaries and claims specialists is also essential to ensure consistent risk evaluation and policy management.

What is the difference between Preferred Risk Insurance vs Commercial Insurance Agent?

AspectPreferred Risk InsuranceCommercial Insurance Agent
CredentialsLicenses required, often with specific state certificationsSame licenses, may require additional certifications for commercial policies
Work EnvironmentPrimarily office-based, handling personal insurance policiesOffice and client meetings, handling business and commercial policies
Industry UsageUsed by insurance companies to classify low-risk clientsUsed by agents to sell various insurance products, including commercial policies

Preferred Risk Insurance typically refers to clients or policies with lower risk profiles, often handled by agents specializing in personal insurance. Commercial Insurance Agents focus on selling policies for businesses, which usually involve higher risks. While both roles require licensing and industry knowledge, Preferred Risk Insurance emphasizes low-risk personal policies, whereas Commercial Insurance Agents deal with business-related coverage.

What job categories do people searching Preferred Risk Insurance jobs in Chicago, IL look for?

The top searched job categories for Preferred Risk Insurance jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Preferred Risk Insurance jobs?

Cities near Chicago, IL with the most Preferred Risk Insurance job openings:

Infographic showing various Preferred Risk Insurance job openings in Chicago, IL as of September 2026, with employment types broken down into 95% Full Time, and 5% Part Time. Highlights an 80% In-person, 5% Hybrid, and 15% Remote job distribution, with an average salary of $65,002 per year, or $31.3 per hour.

Regional Sales Manager

Chicago, IL • On-site, Remote

Origami Risk LLC
Software Development • 201 - 500 employees

$165K - $185K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 10 days ago


Job description

Overview

The Regional Sales Manager is a front line manager who reports to our VP of Sales. You are someone who understands the science of selling and have successfully managed enterprise SaaS Sales representatives. You will be responsible for managing a team of high-performing sales professionals who are engaged in selling the Integrated Risk Management software products and services offered by Origami Risk and its subsidiaries. You will be responsible for ensuring that your team is always focused on the right activities to ensure a sustainable sales pipeline to achieve company sales goals. You are responsible for providing technical and metric driven support for your team to ensure continuity in the execution of a single sales process.

Starting base pay for this role is between $165,000 and $185,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The base pay range is subject to change and may be modified in the future. This role will be eligible for a bonus as well as competitive medical, dental, and vision benefits, wellness reimbursement, life insurance, and a 401(k) with company match. We offer vacation and sick leave benefits (under a flexible time off policy in most states).

Responsibilities
  • Continues the tradition of building a positive, success-driven corporate culture that has led Origami Risk to be the leader in multiple SaaS markets.
  • Accountable for the sales success of a team of experienced, high-performing Sales Executives, by ensuring Sales representatives achieve annual sales targets.
  • Manages consistent prospecting and pipeline development of each team member through individual territory plans.
  • Provides coaching and oversight of all sales executives to ensure productivity and quality using Origami's sales process.
  • Ensures the use of the Company's policies and procedures, including use of CRM, documentation, interaction with other departments such as Product, Legal, Recruiting, HR, Finance and Professional Services.
  • Collaborates with Sales Operations and Marketing to ensure that Origami's entire marketing, lead generation and sales process are consistently aligned.
  • Assesses the strengths and weaknesses of your team and manages the sales program accordingly through guidance, coaching, mentoring and staffing.
  • Implements a strategy for developing and maintaining a strong, consistent pipeline of prospective customers.
  • Acts as a subject matter expert for your team on what they face in the market from competitors on their opportunities, and executes tactics to successfully win.
  • Assists in the continual management of hiring pipeline of Sales representatives, including conducting interviews, assessments and providing feedback on candidates.
  • Accountable for strategic and tactical initiatives throughout the year as directed by the Director of Sales.
Qualifications
  • Bachelor's Degree Required.
  • 3+ Years of Sales Management Experience.
  • 5+ Years of Direct Sales Experience.
  • Familiarity with a highly consultative Sales process, such as MEDDPICC.
  • Excellent coaching skills: ability to observe, evaluate and give meaningful feedback.
  • Strong data analytical skills using Salesforce, DemandBase and other supporting systems.
  • Strong verbal and written communication skills.
  • Familiarity with Salesforce CRM.
  • Remote work permitted, but preferred proximity to Chicago.
  • Up to 25% travel required.
Benefits
  • Medical and Dental coverage available for employees, dependents, domestic partners, and spouses
  • Paid Time Off - Flexible options plus 10 paid company holidays where available**
  • 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
  • Generous family leave options-including adoption and foster care placements
  • Pre-Tax Savings Accounts - Flexible Spending Account, Health Savings Account, Commuter Benefits, Dependent Care Savings Account
  • Retirement Savings - 401(k) with company match up to 4%
  • Employee Assistance Program (EAP) - Confidential & Free support offered to colleagues facing personal or work-related complications
  • Education Assistance Program - to help colleagues pursue industry/role-specific certifications
  • Wellness Benefits - reimbursement program to invest in healthy habits as well as support better colleague productivity and stress management
  • Additional coverages available - Pet Insurance, Critical Illness Insurance, and Voluntary Life & AD&D coverage
**Flexible PTO not available in California or the UKWho We Are

Origami Risk delivers single-platform SaaS solutions that help organizations best navigate the complexities of risk, insurance, compliance, and safety management.

Founded by industry veterans who recognized the need for risk management technology that was more configurable, intuitive, and scalable, Origami continues to add to its innovative product offerings for managing both insurable and uninsurable risk; facilitating compliance; improving safety; and helping insurers, MGAs, TPAs, and brokers provide enhanced services that drive results.

A singular focus on client success underlies Origami's approach to developing, implementing, and supporting our award-winning software solutions. 

Origami Risk is proud to be an equal opportunity employer. We thrive and benefit from diversity and are committed to creating an inclusive and equitable environment for all employees. We do not discriminate against any individual based upon race, religion, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, color, sex, national origin, age, marital status, military or veteran status, disability, or any other characteristic protected by applicable law.

Caution: Be alert to recruiting scams. We have received reports of individuals impersonating Origami Risk recruiters to deceive candidates into disclosing personal information. These impostors use fake Origami Risk domain names and email addresses. Please double-check that any email address from an Origami Risk recruiter ends with origamirisk.com or talent.icims.com. And to confirm the legitimacy of any recruiting communication, feel free to email transparencycheck@origamirisk.com.

Employment Type: FULL_TIME