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.

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

• 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

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.