Middle Market Underwriting Trainee

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Sompo has a unique opportunity for a 2025 Middle Market Underwriting Trainee in our Miami, FL office.

Our Trainee Program is an 18‑month program beginning in July 2025 designed to equip you with the essential business and technical skills needed to build a successful career in insurance.

As an Underwriting Trainee you will work alongside the most experienced underwriters in the industry to gain in‑depth knowledge of our business units and underwriting philosophy through on‑the‑job learning and workplace mentoring.

Our Trainees work directly on their products’ accounts, building relationships and identifying customers’ needs. This rigorous curriculum also includes training in negotiation, risk analysis and relationship management.

Sompo’s Trainee Program serves as a launchpad for career advancement, empowering you to acquire the knowledge and skills essential for success in your respective field.

Insurance requires a high degree of experience and expertise – something you can’t learn in the classroom. Sompo Trainees are immersed in the day‑to‑day activities of their team, assisting Underwriters in exposure analysis and operational analysis of insureds, compiling a competitor analysis from a publicly available database, working with Underwriting Assistants in developing renewal lists, contacting brokers for submissions, and accompanying underwriters during internal meetings and occasional external marketing calls.

Directed Self‑Study

Professional designation courses give new Trainees professionals technical knowledge of insurance operations and industry practices. Sompo supports our employees pursuing continuing education opportunities by covering the cost for fees and textbooks, offering time off work to take exams and providing additional compensation for successful completion of many courses.

At Sompo, we are committed to developing our people. We encourage employees to strengthen their skills and expand their understanding of the business. Our Underwriting Trainees receive professional development training on a variety of topics aligned with their respective business unit.

• Bachelor’s degree required
• Graduation date between May 2024 and May 2025
• Critical thinking ability and analytical skills
• Strong communication skills
• Ability to work independently and collaborate with others
• Integrity and reliability
• Technical accuracy and software skills
• Willingness to relocate

Salary Range: $65,000 – $77,500. Actual compensation for this role will depend on several factors including the cost of living associated with your work location, your qualifications, skills, competencies, and relevant experience.

• Two medical plans to choose from, including a Traditional PPO & a Consumer Driven Health Plan with a Health Savings account providing a competitive employer contribution
• Pharmacy benefits with mail order options
• Dental benefits including orthodontia benefits for adults and children
• Vision benefits
• Health Care & Dependent Care Flexible Spending Accounts
• Company‑paid Life & AD&DD benefits, including the option to purchase Supplemental life coverage for employee, spouse & children
• Company‑paid Disability benefits with very competitive salary continuation payments
• 401(k) Retirement Savings Plan with competitive employer contributions
• Competitive paid‑time‑off programs, including company‑paid holidays
• Competitive Parental Leave Benefits & Adoption Assistance program
• Employee Assistance Program
• Tax‑Free Commuter Benefit
• Tuition Reimbursement & Professional Qualification benefits

Ethics and integrity are the foundation of delivering on our commitment to you. We believe that core values drive success, and that when relationships are held in the highest regard, there is nothing that cannot be accomplished. At Sompo, our ring is more than a logo, it is a symbol of our promise.  to learn more about life at Sompo.

Sompo is an equal opportunity employer and we intentionally value inclusion and diversity. Above all, we want you to work in an environment that respects everyone’s unique contributions – we are passionately committed to equal opportunities. We do not discriminate based on race, color, religion, sex orientation, national origin, or age.