ZipRecruiter

Log In

2

Remote Surety Underwriter Trainee Jobs (NOW HIRING)

Questor Consultants, Inc.

Sr. Contract Surety Underwriter

SC · Remote

$100K - $119K/yr

... surety professional with at least 4 years experience. Duties of this position include underwriting ... This is a remote based position in NC or SC. Travel is required, as well as a valid drivers ...

Questor Consultants, Inc.

Sr. Contract Surety Underwriter

VA · Remote

$100K - $119K/yr

... surety professional with at least 4 years experience. Duties of this position include underwriting ... This is a remote based position in Virginia. Travel is required, as well as a valid drivers ...

Questor Consultants, Inc.

Sr. Contract Surety Underwriter

DC · Remote

$100K - $119K/yr

... surety professional with at least 4 years experience. Duties of this position include underwriting ... This is a remote based position in Washington, DC. Travel is required, as well as a valid drivers ...

Questor Consultants, Inc.

Sr. Contract Surety Underwriter

MD · Remote

$100K - $119K/yr

... surety professional with at least 4 years experience. Duties of this position include underwriting ... This is a remote based position in Maryland. Travel is required, as well as a valid drivers ...

Questor Consultants, Inc.

Sr. Contract Surety Underwriter

NC · Remote

$100K - $119K/yr

... surety professional with at least 4 years experience. Duties of this position include underwriting ... This is a remote based position in NC or SC. Travel is required, as well as a valid drivers ...

The Hanover Insurance Group, Inc.

$95K - $120K/yr

Our Commercial Surety team is seeking an Underwriting Specialist to join our Central Region. This ... We offer flexible work arrangements, including hybrid and fully remote options within those states ...

next page

Showing results 1-20

All JobsRemote JobsFinance And Insurance JobsInsurance JobsInsurance Underwriter JobsRemote Surety Underwriter Trainee Jobs

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 Sep 15, 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 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?

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 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 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:

What are popular job titles related to Remote Surety Underwriter Trainee jobs?

For Remote Surety Underwriter Trainee jobs, the most frequently searched job titles are:

Remote Surety Underwriter Trainee jobs near you
Infographic showing various Remote Surety Underwriter Trainee job openings in the United States as of September 2026, with employment types broken down into 95% Full Time, and 5% Contract. Highlights an 5% Hybrid, and 95% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.

Senior Underwriter, Transactional Surety

Remote

Skyward Specialty Insurance
Insurance Services • 201 - 500 employees
Learn more about Skyward Specialty Insuranceexternal

$100K - $125K/yr

Full-time

Medical, Retirement, PTO

Posted 15 days ago

Job description

Position Summary
The Transactional Commercial Surety Underwriter is responsible for underwriting, pricing, and managing a portfolio of transactional surety business across a broad range of bond types nationwide. This role partners closely with agents and brokers to drive new business growth, maintain profitability, and deliver exceptional service standards in a fast-paced, high-volume environment.
Key Responsibilities
Underwriting & Risk Assessment
  • Evaluate and underwrite transactional commercial surety submissions, including but not limited to motor vehicle dealer (MVD), license & permit, subdivision, court, contract-related transactional, mortgage broker, and specialty bonds.
  • Analyze financial statements, credit reports, and supporting documentation to assess risk and determine appropriate terms, conditions, and pricing.
  • Apply underwriting authority to approve, decline, or modify submissions in alignment with company guidelines and risk appetite.
  • Ensure compliance with internal underwriting standards, regulatory requirements, and state-specific bond obligations.

Production & Portfolio Management
  • Manage a high volume of transactional submissions while maintaining strong turnaround times and service levels.
  • Monitor and manage a book of business to ensure profitability, retention, and appropriate risk diversification.
  • Identify opportunities for cross-selling and account expansion within existing agency relationships.

Agent/Broker Relationship Management
  • Build and maintain strong relationships with agency partners to drive submission flow and grow market share.
  • Communicate underwriting decisions effectively, including providing clear rationale and alternative solutions when appropriate.
  • Negotiate terms, pricing, and commission structures to remain competitive while maintaining underwriting discipline.
  • Act as a market-facing representative to support agency growth and retention initiatives.

Business Development
  • Support new business development efforts by identifying target agencies and producers within the transactional surety space.
  • Participate in agency visits, industry events, and networking opportunities to strengthen relationships and increase brand presence.
  • Collaborate with leadership to execute strategic growth initiatives within the transactional surety segment.

Operational Excellence
  • Maintain accurate documentation and records within underwriting systems.
  • Ensure timely issuance of bonds, endorsements, renewals, and cancellations.
  • Partner with internal teams (claims, legal, compliance, operations) as needed to support business objectives.

Qualifications & Experience
  • 2+ years of experience in commercial surety underwriting, with a focus on transactional business required
  • Established relationships within the surety agency/broker community required
  • Proven experience underwriting a broad range of bond types (e.g., MVD, subdivision, license & permit, court, contractor-related transactional, specialty bonds)
  • Strong understanding of credit analysis, risk assessment, and financial statement review
  • Demonstrated ability to manage high submission volume while maintaining underwriting discipline
  • Experience negotiating terms, pricing, and commissions in a competitive marketplace
  • Knowledge of state-specific bonding requirements and regulatory environment preferred

Skills & Competencies
  • Strong analytical and decision-making skills
  • Excellent communication and negotiation abilities
  • Relationship-driven, with a strong customer-service orientation
  • Ability to work independently in a fast-paced environment
  • High attention to detail and organizational skills
  • Results-oriented mindset with a focus on growth and profitability

Compensation & Benefits
The applicable base salary for this opportunity is $100,000 - $125,000. The base pay offered will be determined by factors such as experience, skills, training, location, certifications, education, and any applicable minimum wage requirements. In addition to the base salary, this opportunity may be eligible for performance-based incentives. We are excited to offer a competitive total rewards package which includes health and welfare benefits, tuition and professional certification assistance, 401k savings, elective participation in the Employee Stock Purchase Program, paid time off, paid holidays, and child bonding leave, as well as other employee assistance.
#LI-Remote

Apply