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Remote Surety Underwriter Trainee Jobs (NOW HIRING)

AVP, Commercial Surety

Saint Paul, MN ยท On-site +1

$133K - $206K/yr

Minimum of six years surety underwriting experience and/or equivalent surety related experience required. #LI-JD1 #LI-Hybrid #LI-Remote For individuals assigned or hired to work in the location(s ...

Posted today

AVP, Commercial Surety

Chicago, IL ยท On-site +1

$133K - $206K/yr

Minimum of six years surety underwriting experience and/or equivalent surety related experience required. #LI-JD1 #LI-Hybrid #LI-Remote For individuals assigned or hired to work in the location(s ...

Posted today

AVP, Commercial Surety

Denver, CO ยท On-site +1

$133K - $206K/yr

Minimum of six years surety underwriting experience and/or equivalent surety related experience required. #LI-JD1 #LI-Hybrid #LI-Remote For individuals assigned or hired to work in the location(s ...

Posted today

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Remote Surety Underwriter Trainee information

See salary details

$32.5K

$78.9K

$139.5K

How much do remote surety underwriter trainee jobs pay per year?

As of Jul 10, 2026, the average yearly pay for remote surety underwriter trainee in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What are some unique challenges faced by Remote Surety Underwriter Trainees, and how can they effectively navigate them?

Remote Surety Underwriter Trainees often face the challenge of building relationships and learning company processes without in-person mentorship. To navigate this, it's important to proactively communicate with team members via video calls, participate in virtual training sessions, and seek feedback regularly. Additionally, managing time effectively and staying organized is crucial when working remotely, as it ensures deadlines are met and underwriting standards are consistently applied. Collaborating through digital platforms and reaching out to supervisors for guidance can help trainees stay engaged and accelerate their learning curve.

What is a Remote Surety Underwriter Trainee?

A Remote Surety Underwriter Trainee is an entry-level professional who is learning to evaluate and approve surety bonds, which are financial guarantees often required in construction, legal, and commercial projects. Working remotely, they assist senior underwriters in assessing risk, reviewing applications, and communicating with clients. Their training involves understanding financial statements, industry requirements, and company guidelines to make informed underwriting decisions. Over time, they develop the skills needed to independently manage surety bond portfolios and client relationships.

What are the key skills and qualifications needed to thrive as a Remote Surety Underwriter Trainee, and why are they important?

To thrive as a Remote Surety Underwriter Trainee, you need a bachelor's degree in finance, business, or a related field, along with strong analytical and risk assessment skills. Familiarity with underwriting software, financial statement analysis tools, and industry-specific platforms such as SuretyWave or Bond-Pro is typically required. Strong attention to detail, communication skills, and the ability to work independently are important soft skills for remote collaboration and client interaction. These competencies ensure accurate risk evaluation, effective client relations, and successful underwriting decisions in a remote environment.

What is the difference between Remote Surety Underwriter Trainee vs Remote Insurance Underwriter?

AspectRemote Surety Underwriter TraineeRemote Insurance Underwriter
Required CredentialsBachelor's degree, some underwriting or insurance courseworkBachelor's degree, relevant insurance certifications often preferred
Work EnvironmentRemote, collaborative with underwriting teamsRemote or office-based, depending on company
Industry UsagePrimarily in surety bonds and construction industriesBroader insurance sectors including property, casualty, and health
Common Search/ComparisonYesYes

The Remote Surety Underwriter Trainee typically focuses on underwriting surety bonds, often in construction or contractual industries, and is an entry-level role requiring relevant coursework or a degree. The Remote Insurance Underwriter covers a wider range of insurance products and may require additional certifications. Both roles are often remote and share similar work environments, but they differ in industry focus and scope.

More about Remote Surety Underwriter Trainee jobs
What cities are hiring for Remote Surety Underwriter Trainee jobs? Cities with the most Remote Surety Underwriter Trainee job openings:
What are the most commonly searched types of Surety Underwriter Trainee jobs? The most popular types of Surety Underwriter Trainee jobs are:
What states have the most Remote Surety Underwriter Trainee jobs? States with the most job openings for Remote Surety Underwriter Trainee jobs include:
Infographic showing various Remote Surety Underwriter Trainee job openings in the United States as of July 2026, with employment types broken down into 90% Full Time, 7% Part Time, and 3% Contract. Highlights an 40% Physical, 3% Hybrid, and 57% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.
Senior Underwriter - Commercial Surety Midwest

Senior Underwriter - Commercial Surety Midwest

Crum & Forster

Chicago, IL โ€ข On-site, Remote

$140K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 10 days ago


Job description

Crum & Forster Company Overview

Crum & Forster (C&F) provides market leading property & casualty, accident & health, specialty and standard commercial lines insurance solutions. A true underwriting company, we have a 200-year history of helping our customers manage risk with laser-focused expertise, integrity and discipline. Our people are empowered to make decisions and ย ย problem-solve with you smartly and swiftly. Our annual gross written premium is 6.2 billion. C&F enjoys a financial strength rating of "A+" (Superior) by AM Best.

Our most valuable asset is our people. We have 3000 employees, and locations throughout the United States and India. With our employee-first focus, the Company is consistently recognized as a great place to work, earning multiple workplace and wellness awards, including the Great Place to Work Award, Fortune 100 Best Companies to Work For, Fortune Best Workplaces for Parents, Fortune Best Workplaces for Millennials, and many others.

C&F is part of Fairfax Financial Holdings. For more information about C&F, please visit our website: www.cfins.com

Job Description

Senior Underwriter - Commercial Surety Midwest (remote position and candidates should be located in Upper Midwest - Illinois, Wisconsin, Minnesota, Indiana, Ohio)

A Senior Underwriter is accountable for Commercial Surety product underwriting that contributes to the achievement of the Commercial Surety business plan including new business, renewal retention, pricing and profitability. This role reports directly to the Regional Underwriting Manager of Commercial Surety and will work closely with the Regional Underwriting Manger to foster agency/broker relationships and develop a profitable book of business.

Essential Job Functions and Responsibilities

  • Responsible for risk selection/rejection, pricing, retention, growth, and profitability within scope of authority and per divisional objectives.
  • Receives and analyzes submissions, assesses risk quality and determines terms in accordance with company guidelines.
  • Applies underwriting rules and guidelines, rating manual rules, and insurance laws and regulations.
  • Makes recommendations on risks over authority.
  • Enters, maintains and monitors accounts using underwriting, analysis, and desktop systems
  • Uses independent judgment and initiative to support business goals.
  • Prepares effective internal and external communications on underwriting issues.
  • Develops a book of commercial surety business with select brokers/agents and maintains effective business relationships with external customers in order to attract and retain profitable business.
  • Visits producers and principals in order to retain existing accounts, survey exposures, build and maintain business relationships, and develop new opportunities in support of divisional objectives.

ย 

Job Requirements

  • 6+ years of commercial experience is required.
  • Bachelor's degree or equivalent is required, preferably in Business, Finance, Accounting or a related field.
  • Must have strong communication skills to build and leverage excellent customer relationships and to successfully market products.
  • Sales mindset for creating and following through on pipeline opportunities that contribute to new business goals and budget objectives.
  • Excellent communication, interpersonal and presentation skills.
  • An ability to think analytically about business problems, make recommendations and propose solutions.
  • A high energy, self-starter, who is resilient and has an entrepreneurial spirit.
  • Demonstrates solid time, organizational, and desk management skills.
  • Goal-oriented mind set, delivers on goals and objectives.
  • Microsoft Office experience and the ability to learn new applications are a must.
  • Travel and a valid driver's license required.
What C&F will bring to you

At C&F you will BELONG

We value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, or Veteran status. If you require special accommodation, please let us know.

For California Residents Only: ย Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ for more information.

Crum & Forster is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws.ย  Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $74,900 to a maximum of $140,700. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee's contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.

  • Flexible work arrangements.
  • Competitive compensation package.ย ย 
  • Generous 401K employer match.
  • Employee Stock Purchase plan with employer matching.
  • Generous Paid Time Off.
  • Excellent benefits that go beyond health, dental & vision. Our Wellness programs focus on your family's complete wellness, including your physical and mental wellbeing
  • A core C&F principle is that you manage your career. To support your development, we have a wealth of ways for you to keep learning, including tuition reimbursement, industry related certifications and professional training available to you.
  • A dynamic, ambitious, fun and exciting work environment.
  • A spirit of social responsibility, matching donation program, volunteer opportunities, and an employee driven corporate giving.

#LI-JA1

#LI-Remote

Employment Type: FULL_TIME