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Middle Market Underwriting Leader

Pharmacists Mutual Insurance Company

Expert insurance solutions for those who care for our communities.

Underwriter6 hours ago

Full Time Remote SeniorTeam 201-500Since 1909H1B No Sponsor

Company Site LinkedIn

• Provide leadership and oversight for the Middle Market underwriting team • Leads and oversees Middle Market underwriting, guiding a team to effectively evaluate, price, and manage complex risks • Drives development to remain competitive and monitors performance and claims trends • Accountable for P&L results, manages key metrics, and implements corrective actions as needed • Fosters a culture of accountability and excellence through coaching, audits, and governance of underwriting authority • Collaborates cross-functionally with Distribution, Claims, Pricing, and Risk Management

View details: Middle Market Underwriting Leader

Colorado + 5 more

$145K - $190K / year

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Underwriting Manager

MEM

Underwriter14 hours ago

Full Time Remote LeadTeam 201-500

Role Description Are you a strategic underwriting leader who thrives on developing talent and shaping portfolio performance? MEM Insurance is seeking an experienced Underwriting Manager to lead and elevate our underwriting team. In this role, you will guide the team toward an appetite-led, portfolio-driven approach to decision-making—ensuring that every underwriting decision supports profitable growth and long-term success. You will serve as the critical bridge between leadership strategy and day-to-day execution, translating organizational direction into clear, actionable guidance for your team. This is a highly visible leadership opportunity for someone who enjoys building underwriting excellence, engaging with market and portfolio data, and helping others grow their judgment and confidence. Essential Duties and Responsibilities - Underwriting Leadership and Strategy - Translate MEM’s underwriting appetite and strategic direction into clear guidance that drives consistent, portfolio-aligned decision-making. - Lead the team to think beyond individual transactions, ensuring underwriting decisions reflect broader portfolio outcomes. - Monitor book-of-business composition, identifying trends, concentrations, and opportunities for proactive strategic adjustments. - Contribute to underwriting strategy discussions using insights from market conditions, loss trends, and portfolio performance. - Coach underwriters to strengthen judgment and decision-making aligned to performance and profitability goals. - Operational Leadership - Oversee daily underwriting operations to ensure alignment with department objectives and broader business goals. - Manage risk selection, pricing, and reinsurance decisions within authority to maintain quality and profitability. - Balance workload across the team to deliver strong service levels and consistent results. - Partner with underwriting leadership to ensure consistent execution of best practices across the organization. - Underwriting Quality and Governance - Ensure underwriting decisions align with company guidelines, authority levels, and compliance expectations. - Analyze historical loss data and financial trends to inform risk selection and portfolio strategy. - Support the development and evolution of underwriting guidelines based on market and business needs. - Lead quality assurance efforts by reviewing underwriting work, identifying improvement opportunities, and driving corrective actions. - Maintain strong documentation standards and audit readiness. - People Leadership and Talent Development - Develop underwriting judgment within the team, empowering individuals to make confident, independent decisions. - Create tailored development plans that support growth at every stage of an underwriter’s career. - Lead meaningful performance conversations focused on decision quality, consistency, and alignment with strategy. - Identify hiring, promotion, and role alignment opportunities that strengthen overall team capability. - Cross-Functional Collaboration - Build strong relationships with agency partners and Sales Executives to grow in-appetite business. - Collaborate across departments—including Safety, Claims, Finance, and Sales—to drive aligned outcomes. - Lead coordination on complex accounts through account reviews and cross-functional engagement. - Represent underwriting with professionalism and clarity to internal and external stakeholders. - Analytical and Strategic Contribution - Provide insights and recommendations on profitability, premium planning, and portfolio performance. - Support strategic initiatives that enhance underwriting operations and competitiveness. - Contribute to improvements in underwriting tools, systems, and processes. Qualifications - Bachelor’s degree in Business Administration, Insurance, Finance, or related field (or equivalent experience). - CPCU or AU designation preferred. - Valid driver’s license required. - 6+ years of underwriting experience, with property and casualty experience preferred. - Demonstrated ability to lead, develop, and motivate a team. - Strong communication skills with the ability to translate complex concepts into clear direction. Benefits - Health Plans: Medical, Dental, and Vision, including fertility benefits, fully paid preventative care, and adult orthodontia. - Employer-Paid Life and Disability Benefits: Life Insurance (3x base salary), AD&D, Short and Long-term Disability. - Wellness and Recognition Program: Employer-paid incentives for employees and spouses. - Flexible Spending Account and Dependent Care options. - Health Savings Account: Generous employer contribution. - Time Away from Work: Generous PTO, 11 Holidays + 4 Early Releases, 16 Hours Volunteer Time Off, 20 Days Paid Parental Leave, Marriage, Bereavement, and Jury Duty leave. - Employee Assistance Programs. - 401k Retirement Plan: Employer match and profit sharing. - Adoption Assistance and Tuition Assistance.

View details: Underwriting Manager

United States

$101.6K - $152.4K / year

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Director, Casualty – Underwriting Strategy

UFG Insurance

Underwriter15 hours ago

Full Time Remote LeadTeam 501-1,000Since 1946H1B No Sponsor

Company Site LinkedIn

• Act as a trusted advisor and thought partner to casualty leadership • Serve as a key liaison between the Casualty Line of Business and other business units, ensuring alignment in underwriting strategies, priorities, and execution • Help underwriters craft coverage with precision, clarity, and intent • Influence the next generation of casualty products and capabilities • Strengthen underwriting discipline while enabling smart growth in evolving markets • Engage directly with underwriting teams through in-person collaboration, field travel, and hands-on development • Lead and execute casualty product strategy initiatives aligned to profitability, growth, and long-term portfolio objectives • Partner with Product, Actuarial, Claims, and Business Units to design, evolve, and implement casualty product offerings and strategic roadmaps • Translate market trends, emerging risks, and legal/regulatory shifts into actionable underwriting, product, and distribution strategies • Champion innovation in underwriting approach, product design, and participation in alternative distribution models • Collaborate with corporate underwriting leadership to refine underwriting guidance, best practices, and authority frameworks, including administration of underwriting authority levels • Mentor underwriters and leaders to elevate technical expertise, judgment, and decision quality.

View details: Director, Casualty – Underwriting Strategy

United States

$155K - $205K / year

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Underwriter Assistant

WPS—A health solutions company

WPS, a health solutions company, is a leading not-for-profit health insurer and federal government contractor headquartered in Madison, Wisconsin. WPS offers health insurance plans for individuals, families, seniors, and group health plans for small to large businesses. We process claims and provide customer support for beneficiaries of the Medicare program and manage benefits for millions of active-duty and retired military personnel across the U.S. and abroad. WPS has been making healthcare easier for the people we serve for nearly 80 years. Proud to be military and veteran ready. WPS’ culture is where the great work and innovations of our people are seen, fueled, and rewarded. We accomplish this by creating an open and empowering employee experience. We recognize the benefits of employee engagement as an investment in our workforce—both current and future—to effectively seek, leverage, and include differing and unique perspectives that fuel agility and innovation on high-performing teams. This results in people bringing their authentic selves to work every day in an organization that successfully adapts to business changes and new opportunities.

Underwriter1 day ago

Part Time Remote Mid LevelTeam 1,001-5,000

Role Description The Underwriting Assistant is responsible for supporting the underwriter with quotes, new business and existing business. This role includes: - Data collection - Quote preparation - Documentation management - Ensuring compliance with internal guidelines and regulatory requirements - Reviewing and requesting missing paperwork for new business, renewals, and changes - Providing clear communication with internal teams regarding requirements and changes for groups - Supporting underwriters in making timely, accurate risk decisions and maintaining a smooth workflow Qualifications - High School Diploma or GED or equivalent experience - 1 or more years of experience in health insurance, underwriting, or related administrative support role - Proficiency with Microsoft Excel, Word, and Outlook - Detail-oriented with a commitment to data accuracy - Strong organizational and time management skills - Strong written and verbal communication skills - Ability to handle confidential information appropriately - Familiarity with group health plans, medical underwriting practices, and industry terminology preferred - Experience with health plan quoting tools or underwriting systems is preferred Requirements - Enjoy reviewing quoting data for completeness and requesting additional information as necessary - Prepare and index all documents into the underwriting system - Upload data to the web tool to aid in underwriting - Prepare renewal packets including the correct addendums and SBCs for mailing - Complete group set-up and configuration sheets for new groups, renewal groups, and changes - Ensure information is entered accurately into the underwriting system for routing to other departments - Create rate calculators for renewal and quotes - Maintain tracking systems for groups requesting quotes and renewal groups - Research information on a group or individuals within a group to aid in the underwriting process - Interface with sales staff and other departments to resolve rate and benefit issues - Review all new groups to ensure they are not on the Specially Designated Nationals List (SDN) - Assign group numbers - Provide renewal reports to the assigned underwriter to support renewal rate decisions - Ensure compliance with internal guidelines and applicable regulations (i.e., ACA, HIPAA) Benefits - Remote and hybrid work options available - Prorated Holiday Pay and On-Demand PTO

View details: Underwriter Assistant

United States

$20 / hour

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Multifamily Underwriter - Advisor

Fannie Mae

Established in 1938, Fannie Mae is a government-sponsored financial services agency that provides services and products to its mortgage partners, which consist

Underwriter1 day ago

Full Time Hybrid Senior

Company Site

Title: Multifamily Underwriter - Advisor Job Description: Flex locations Washington, DC Plano, TX time type Full time job requisition id JR2681 Playing an essential role in the U.S. economy, Fannie Mae is foundational to housing finance. Here, your expertise can help fuel purpose-driven innovation that expands access to homeownership and affordable rental housing across the country. Join Fannie Mae to grow your career and help people find a place to call home. Job Description As a valued contributor to our team, you will advise team members on managing communications and/or negotiations between Fannie Mae and clients regarding loans and other investments. In this role, you will review and comment on underwriting and reviewing the issuance of securities to customers. THE IMPACT YOU WILL MAKE The Multifamily Underwriter - Advisor role will offer you the flexibility to make each day your own, while working alongside people who care so that you can deliver on the following responsibilities: - Advise on potential risks and costs involved with providing services to a customer - Analyze the risks and costs of a lending decision and make recommendations on process improvement related to the decision process - Advise on process related to issuance of the securities or other financial loans to the customer THE EXPERIENCE YOU BRING TO THE TEAM Minimum Required Experience - 6 years relevant experience working in multifamily commercial real estate - Comprehensive knowledge of multifamily commercial mortgage underwriting including property financial analysis, borrower credit, and market analysis - Demonstrated experience in evaluating risks and structuring commercial loans for multifamily housing based on those assessments - Curiosity and adaptability learning and responsibly applying new techniques, including artificial intelligence, to reimagine how we work Desired Experience - Bachelor's degree or equivalent - Comprehensive knowledge of commercial mortgage Multifamily underwriting including property financial analysis, borrower credit, third party reports, and market analyses - Knowledge of DUS/GSE underwriting guidelines - Multifamily and GSE loan structuring experience - Demonstrated ability to work in a fast paced, results driven environment - Demonstrated ability to balance the demands of multiple client requests at any given time - Excellent analytical, problem-solving, and decision-making abilities - Ability to manage multiple tasks and deadlines - Skilled in Excel (intermediate or advanced) - Strong communication skills, both written and verbal - Skilled in presenting information and/or ideas to an audience in a way that is engaging and easy to understand - Influencing including negotiating, persuading others, facilitating meetings, and resolving conflict Multifamily Risk - Underwriting - Advisor #LI-NL1 - Hybrid Qualifications Education: Bachelor's Level Degree (Required) The future is what you make it to be. Discover compelling opportunities at Fanniemae.com/careers. For most roles, employees are expected to work onsite on a regular basis at their designated office location. In-office work cadence is determined by your manager. Proximity within a reasonable commute to your designated office location is preferred unless the job is noted as open to remote. Fannie Mae is an equal opportunity employer and considers qualified applicants for employment without regard to race, color, religion, sex, national origin, disability, age, sexual orientation, gender identity/gender expression, marital or parental status, or any other protected factor. Fannie Mae is committed to providing reasonable accommodations to qualified individuals with disabilities who are employees or applicants for employment, unless to do so would cause undue hardship to the company. If you need assistance using our online system and/or you need a reasonable accommodation related to the hiring/application process, please complete this form. The hiring range for this role is set forth below. Final salaries will generally vary within that range based on factors that include but are not limited to, skill set, depth of experience, certifications, and other relevant qualifications. This position is eligible to participate in a Fannie Mae incentive program (subject to the terms of the program). As part of our comprehensive benefits package, Fannie Mae offers a broad range of Health, Life, Voluntary Lifestyle, and other benefits and perks that enhance an employee's physical, mental, emotional, and financial well-being. See more here. Requisition compensation: 141000 to 184000

View details: Multifamily Underwriter - Advisor

District Of Columbia + 1 more

$141K - $184K / year

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Underwriting Assistant

CRC Insurance Services

Placing You First.

Underwriter1 day ago

Full Time Remote SeniorTeam 1,001-5,000Since 1982H1B No Sponsor

Company Site LinkedIn

• Coordinates the servicing of new and renewal accounts from the time of binding in accordance with company and carrier guidelines • Prepares invoices and policy documentation, supports underwriting and rating activities, and proactively identifies and resolves issues • Underwrite renewal business with minimal supervision and escalate exceptions as needed • Clearly explain liability and program coverages to clients and prospective clients • Provide day-to-day guidance and instructions to underwriting clerks and policy typists • Review policies, endorsements, audits, and cancellations; resolve discrepancies and coordinate corrections • Conduct rating for new and renewal business using approved methodologies and tools • Manage account documentation, ensuring completeness, accuracy, and proper retention • Review and process policy servicing requests, including endorsements, audits, carrier requests, certificates, premium finance notices, and cancellations • Invoice and process new business and renewal binders, premium-bearing endorsements, and cancellations • Establish new submissions in the clearance system and route/handle them per established procedures • Produce cancellation and non-renewal notices in compliance with requirements • Maintain underwriting files for accounts where policies are not issued and ensure appropriate follow-up and documentation • Maintain pending/suspense and diary systems to track open items, deadlines, and required actions • Maintain account files in accordance with company policy and audit readiness standards. • Perform other duties as assigned to support underwriting operations and service commitments.

Delphi

View details: Underwriting Assistant

Florida

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Job Closed

Medical Stop Loss Underwriter

Great American Insurance Group

Great American Insurance Group, a subsidiary of American Financial Group, is a Cincinnati, Ohio-based insurance company specializing in property and casualty in

Underwriter2 days ago

Full Time Remote Senior

Company Site

Title: Medical Stop Loss Underwriter Location: United States Full time job requisition id R9126 Be Here. Be Great. Working for a leader in the insurance industry means opportunity for you. Great American Insurance Group's member companies are subsidiaries of American Financial Group. We combine a "small company" culture where your ideas will be heard with "big company" expertise to help you succeed. With over 30 specialty and property and casualty operations, there are always opportunities here to learn and grow. At Great American, we value and recognize the benefits derived when people with different backgrounds and experiences work together to achieve business results. Our goal is to create a workplace where all employees feel included, empowered, and enabled to perform at their best. Great American Employer Health Solutions (EHS) offers medical stop loss coverage that helps small to mid‑sized employers self‑fund their employee health plan with confidence by protecting their plans from high-cost, unexpected claims. Our Level Funded Plus program provides employers with the tools to self‑fund their benefits more easily, including access to quality networks and health plan partners, flexible plan design options, and integrated medical stop loss coverage. We are looking for a Medical Stop Loss Underwriter to work remotely. This role is an excellent opportunity for individuals who are inquisitive, adaptable, and ready to accelerate their careers in a transformative startup environment. The person in this position will gain significant exposure to underwriting, data systems, and group performance analysis. This position will play a key role in the underwriting function, ensuring the organization has the necessary insights to understand the potential risks of groups. In addition to Underwriting, this role will also focus on Data Systems Support and Group Performance Analysis. Essential Job Functions and Responsibilities - Underwriting Support - Assess the risk factors of potential clients. - Assist with storing specific data elements, and policy issuance, while maintaining a strong working relationship with clients. - Evaluate the risk profiles of groups using EHS's machine learning/AI software to determine their viability and profitability. - Data collection- collect, organize, and analyze data from various sources to support underwriting decisions and contribute to risk modeling. - Works closely with other team members to ensure a comprehensive understanding of program stacks and cost containment measures. - Data Systems Support - Assists with organizing and maintaining our data systems, ensuring the integrity, accuracy, and security of our data. - Tasks may include data analysis, troubleshooting system problems, and data entry. - Group Performance Analysis - Collaborates closely with our account management team by providing research and analytical support. Job Requirements - Bachelor’s degree is preferred. - Generally, 2-5 years of medical stop loss underwriting experience. - Must have strong critical thinking skills and the ability to understand and integrate complex data. - Prior experience with risk assessments is preferred. Business Unit: Great American Employer Health Solutions Salary Range: $80,000.00 -$100,000.00 Benefits: We offer competitive benefits packages for full-time and part-time employees*. Full-time employees have access to medical, dental, and vision coverage, wellness plans, parental leave, adoption assistance, and tuition reimbursement. Full-time and eligible part-time employees also enjoy Paid Time Off and paid holidays, a 401(k) plan with company match, an employee stock purchase plan, and commuter benefits. Compensation varies by role, level, and location and is influenced by skills, experience, and business needs. Your recruiter will provide details about benefits and specific compensation ranges during the hiring process.

View details: Medical Stop Loss Underwriter

United States

$80K - $100K / year

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Territory Underwriting Specialist

Sentry Insurance Agency

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority. Get ready to own your future at Sentry. Opportunities await! Casey Van Der Geest Casey.VanDerGeest@sentry.com Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Underwriter2 days ago

Full Time Remote Mid LevelTeam 5,001-10,000

Role Description This role markets Commercial Lines products, builds agency partnerships, leads underwriting for new/complex business, manages growth and profitability, and maintains market visibility. The preferred candidate for this position will reside in the Jackson, MS - Mobile, AL - Birmingham, AL triangle with travel required in and around that territory. The Territory Underwriter Specialist will be responsible for agent and broker relationships. In addition, you’ll: - Solicit accounts through select agents and brokers - Evaluate, underwrite, and price prospective accounts to select independent agents - Serve as the primary contact with assigned agents and brokers - Provide comprehensive sales expertise to increase production through agency channels - Work with assigned agents and brokers on the coordinating of resolutions Qualifications - Bachelor’s degree or equivalent work experience - Minimum of 5 years related work experience, with multi-line middle market underwriting experience handling accounts in construction, manufacturing, wholesale, real estate, and service industries preferred - Knowledge of the Mississippi and Alabama marketplace, and existing or past relationships with larger independent agents preferred - Previous technical insurance experience, preferably with sales - Experience with underwriting large complex accounts - Exceptional communication and relationship building skills - Strong business and pipeline development skills - Ability to meet travel requirements as you’ll be prospecting new business opportunities in an agent office; meeting with insureds during safety inspections, and participating in mid-year claims review meetings - Ability to travel and have a valid driver’s license with the ability to maintain an acceptable motor vehicle record Benefits - Company car with gas card - 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future - Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program - Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off - Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle - Well-being and Employee Assistance programs - Sentry Foundation gift matching program to encourage charitable giving

View details: Territory Underwriting Specialist

United States

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Underwriting Specialist, Management Liability

CNA Insurance

CNA (NYSE: CNA) is a leading commercial property and casualty insurance company serving the global business community.

Underwriter2 days ago

Full Time Remote SeniorTeam 5,001-10,000Since 1897H1B No Sponsor

Company Site LinkedIn

• Under technical direction, responsible for underwriting risks in a book of business • Reviews applications and financial requirements for risks requiring complex underwriting skills • Determines acceptability of risk in accordance with company guidelines and standards • Determines appropriate pricing based on financial and competitive analysis in line with compliance requirements • Prepares quotes and answers questions from agencies, policyholders or other external contacts and escalates issues to management along with proposed solutions as necessary • Negotiates with agents to reach positive and profitable outcomes • Analyzes quality, quantity, and profitability of risks underwritten and prepares reports for management review • Markets products and services through agencies or through the brokerage community and makes field visits • Develops and maintains agency and/or broker relationships • Keeps current on state/territory issues and regulations, industry activity and trends and shares information with others

View details: Underwriting Specialist, Management Liability

Kentucky

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Mortgage Underwriter - Freelance AI Trainer

Mindrift

Apply → Pass qualification(s) → Join a project → Complete tasks → Get paid. Project time expectations: Tasks are estimated to require around 10–20 hours per week during active phases, based on project requirements; This is an estimate, not a guaranteed workload, and applies only while the project is active. Note: Rates vary based on expertise, skills assessment, location, project needs, and other factors. Higher rates may be offered to highly specialized experts. Lower rates may apply during onboarding or non-core project phases. Payment details are shared per project.

Underwriter3 days ago

Part Time Remote Mid Level

Company Site

Role Description Mindrift connects specialists with project-based AI opportunities for leading tech companies, focused on testing, evaluating, and improving AI systems. Participation is project-based, not permanent employment. What this opportunity involves: - Evaluate AI-generated mortgage underwriting decisions across loan types (conforming, jumbo, FHA, VA, cash-out refinance); - Create test cases involving qualifying income calculations for self-employed borrowers using Schedule C, K-1, and Schedule E; - Draft and audit conditional approval letters and adverse action notices for Reg B / ECOA compliance; - Distinguish Fannie Mae / Freddie Mac selling guide rules from lender overlays in jumbo and non-conforming loan scenarios; - Document problem statements clearly and provide verified correct answers. Qualifications - Degree in Finance, Economics, Business Administration, Accounting, Real Estate, or any related field; - 3+ years of mortgage, lending, real estate, or financial services experience; - Current or recent experience in underwriting & origination or adjacent roles; - Ability to calculate qualifying income for self-employed borrowers from IRS Forms 1040, Schedule C, Schedule E, and K-1; - Deep familiarity with Fannie Mae / Freddie Mac selling guides and knowledge of Reg B, Reg Z, and TRID disclosure timing rules; - Strong written English (C1+). Requirements - This opportunity is a good fit for mortgage underwriters and loan origination professionals open to part-time, non-permanent projects. Benefits - Compensation: Contributors can earn up to $60 per hour equivalent, depending on their level and pace of contribution. - Compensation varies across projects depending on scope, complexity, and required expertise. - Please note that other projects on the platform may offer different earning levels based on their requirements. Company Description Apply → Pass qualification(s) → Join a project → Complete tasks → Get paid Project time expectations: For this project, tasks are estimated to require around 10–20 hours per week during active phases, based on project requirements. This is an estimate, not a guaranteed workload, and applies only while the project is active.

View details: Mortgage Underwriter - Freelance AI Trainer

Worldwide

$60 / hour

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