ZipRecruiter

Log In

1

Insurance Surety Jobs in Chicago, IL (NOW HIRING)

Ascot Group

Senior Underwriter, Commercial Surety

Chicago, IL · On-site

$120K - $145K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Ascot Surety & Casualty Company is a US Treasury-listed surety carrier. Ascot benefits from a ... Insurance, AD&D, Work/Life Resources (including Employee Assistance Program), and more Leave ...

Chubb

Underwriter, Surety

Chicago, IL

$82K - $118K/yr

... of commercial surety accounts, as well as developing and maintaining agency and broker ... Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial ...

Ascot Group

Senior Underwriter, Commercial Surety

Chicago, IL · On-site

$120K - $145K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Ascot Surety & Casualty Company is a US Treasury-listed surety carrier. Ascot benefits from a ... Insurance, AD&D, Work/Life Resources (including Employee Assistance Program), and more Leave ...

Markel Corporation

Underwriter, Surety

Chicago, IL · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Underwrite contract bonds adhering to Markel Surety's underwriting philosophy, appropriately ... All full-time employees have the option to select from multiple health, dental and vision insurance ...

Markel International

Underwriter, Surety

Chicago, IL · Hybrid

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Underwrite contract bonds adhering to Markel Surety's underwriting philosophy, appropriately ... All full-time employees have the option to select from multiple health, dental and vision insurance ...

Coface

Business Development Officer - Midwest

Chicago, IL · Hybrid

$80K - $120K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

Trade Credit Insurance, Business Information, Debt Collection, Single Risk insurance, Surety Bonds, Factoring - all driven by a unique data patrimony, cutting-edge technology, innovation and a deep ...

Coface

Business Development Officer - Midwest

Chicago, IL · On-site +1

$80K - $120K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • PTO

Trade Credit Insurance, Business Information, Debt Collection, Single Risk insurance, Surety Bonds, Factoring - all driven by a unique data patrimony, cutting-edge technology, innovation and a deep ...

previous pagenext page

Showing results 21-40

All JobsInsurance Surety JobsInsurance Surety Jobs in Chicago, IL

Insurance Surety information

See Chicago, IL salary details

$38.6K

$85.3K

$126.2K

How much do insurance surety jobs pay per year?

As of Aug 14, 2026, the average yearly pay for insurance surety in Chicago, IL is $85,294.00, according to ZipRecruiter salary data. Most workers in this role earn between $68,500.00 and $102,000.00 per year, depending on experience, location, and employer.

How does an insurance surety professional typically collaborate with underwriters and clients during the bonding process?

As an Insurance Surety professional, you will frequently work alongside underwriters to assess the risk and eligibility of applicants seeking surety bonds. This collaboration involves gathering and reviewing financial statements, analyzing project details, and ensuring all underwriting criteria are met. Additionally, you’ll be in regular contact with clients to clarify requirements, collect necessary documentation, and explain the bonding process. Effective communication and relationship-building skills are essential, as you’ll serve as a key liaison between the client and the underwriting team throughout the lifecycle of the bond.

What are insurance surety bonds?

Insurance surety bonds are legally binding agreements that involve three parties: the principal (the party required to obtain the bond), the obligee (the party requiring the bond), and the surety (the company guaranteeing the principal’s obligations). These bonds ensure that the principal will fulfill specific obligations or perform tasks as agreed, such as completing a contract or adhering to legal requirements. If the principal fails to meet these obligations, the surety steps in to cover losses or ensure completion. Surety bonds are commonly used in construction, licensing, and court-related matters. They are different from traditional insurance in that they protect the obligee rather than the principal.

Is it worth it to work in insurance surety?

Working as an insurance surety professional involves assessing and managing surety bonds, which are used to guarantee contract performance. The role typically requires strong analytical skills, attention to detail, and knowledge of insurance and financial regulations. It can offer stable employment and opportunities for advancement in the insurance and finance industries.

What are the key skills and qualifications needed to thrive as an insurance surety professional, and why are they important?

To thrive as an Insurance Surety professional, you need a strong understanding of risk assessment, financial analysis, and contract law, often supported by a bachelor's degree in finance, business, or a related field. Familiarity with underwriting software, financial modeling tools, and regulatory compliance systems is typically required. Excellent negotiation, attention to detail, and relationship-building skills help establish trust and maintain client partnerships. These skills and qualities are crucial to accurately assess risks, ensure compliance, and deliver tailored bonding solutions in a highly regulated industry.

What is an insurance surety?

An insurance surety is a type of surety bond used in the insurance industry to guarantee that a party will fulfill contractual obligations. Insurance surety professionals assess risk, underwrite bonds, and ensure compliance with legal and contractual requirements, often working with clients, agents, and regulatory agencies.

What are popular job titles related to Insurance Surety jobs in Chicago, IL?

For Insurance Surety jobs in Chicago, IL, the most frequently searched job titles are:

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

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

Insurance Surety jobs near you
Infographic showing various Insurance Surety 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 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $85,294 per year, or $41 per hour.

Senior Underwriter, Commercial Surety

Ascot Group

Chicago, IL • On-site

$120K - $145K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted yesterday

Job description


This is an opportunity to join Ascot Group - one of the world's preeminent specialty risk underwriting organizations.
Designed as a modern-era company operating through an ecosystem of interconnected global operating platforms, we're bound by a common mission and purpose: One Ascot. Our greatest strength is a talented team who flourish in a collaborative, inclusive, and entrepreneurial culture, steeped in underwriting excellence, integrity, and a passion to find a better way, The Ascot Way.
The Ascot Way guides our people and our organization. Our underwriting platforms collaborate to find creative ways to deploy our capital in a true cross-product and cross-platform approach. These platforms work as one, deploying our capital creatively through our unique Fusion Model: Client Centric, Risk Centric, Technology Centric.
Built to be resilient, Ascot maximizes client financial security while delivering bespoke products and world-class service - both pre-and post-claims. Ascot exists to solve for our clients' brightest tomorrow, through agility, collaboration, resilience, and discipline.
Position Overview:
Ascot Surety & Casualty Company is a US Treasury-listed surety carrier. Ascot benefits from a Financial Strength Rating of A issued by A.M. Best.
The Senior Underwriter, Commercial Surety will be responsible for supporting underwriting and marketing strategy in an assigned region. The successful candidate will be responsible for regional production targets, disciplined underwriting, and the development of productive distribution partner relationships
Responsibilities:
  • Responsible for meaningful contribution to production, disciplined regional underwriting, and distribution strategy
  • Within authority limit, approve, decline, and price of risks
  • Assists with the development and execution of segment strategies to contribute to budgeted results
  • Accountable for accurate underwriting information and adherence to documentation standards
  • Develop and leverage productive distribution partner relationships

Requirements:
  • Bachelor's degree in Finance, Accounting, or equivalent
  • A minimum of 3 years of experience underwriting, analyzing, and servicing complex commercial surety accounts
  • Proven track record of establishing and developing distribution partner relationships
  • Excellent communication and organizational skills
  • Ability to work independently and efficiently
  • Consistently embraces and promotes a culture of collaboration and the ability to effectively manage change
  • Demonstrates a strong work ethic, solid business judgment, and a passion for providing outstanding solutions to our business partners
  • Commit to The Ascot Way: Embody The Ascot Way in their daily interaction with colleagues, fostering colleague engagement and development, collaboration, inclusivity, and individual accountability.

***This position may be filled at a different level, depending on experience***
Compensation
Actual base pay could vary and may be above or below the listed range based on factors including but not limited to experience, subject matter expertise, and skills. The base pay is just one component of Ascot's total compensation package for employees. Other rewards may include annual cash bonus and other forms of discretionary compensation awarded by the Company.
The annualized base pay range for this role is: $120,000 - $145,000
Company Benefits
The Company provides a competitive benefits package that includes the following (eligibility requirements apply):
Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Life Insurance, AD&D, Work/Life Resources (including Employee Assistance Program), and more
Leave Benefits: Paid holidays, annual Paid Time Off (includes paid state /local paid leave where required), Short-term Disability, Long-term Disability, Other leaves (e.g., Bereavement, FMLA, Adoption, Maternity, Military, Primary & Non-Primary Caregiver)
Retirement Benefits: Contributory Savings Plan (401k)

Apply