Middle & Large Business Underwriter Trainee/Associate - Chicago

The Hartford•Chicago, IL

2d•$60,800 - $91,200•Hybrid

About The Position

We are seeking motivated individuals to join our team as an Underwriter Trainee/Associate. This role is part of our Commercial Underwriter Onboarding and Risk Education (CORE) development program, a 22-week comprehensive training initiative beginning in July. The program combines self-directed and virtual classroom learning with on-the-job experience, integrated sales training, and support from mentors and managers. Upon completion, you will have the foundational knowledge to begin a formal career in underwriting. Our company is dedicated to helping people achieve their goals, whether it's starting a business, purchasing a home, or recovering from life events. As an underwriter, you will be at the heart of our mission, ensuring customers have the right coverage to pursue their interests. This role fosters collaboration, inclusivity, and innovative thinking, welcoming self-starters and valuing all ideas. Your career path can be diverse, with opportunities to hone your skills by working with sales teams, experienced underwriters, and other leaders.

Requirements

Bachelor’s Degree preferred, or equivalent combination of education, training, and Insurance experience
Up to 3 years of Insurance experience preferred
Excellent written and interpersonal communication and presentation skills
Ability to think analytically about business problems, make recommendations, and propose solutions
Possession of resilience and an entrepreneurial spirit
Demonstration of solid time, organizational, and desk management skills
Goal oriented with a strong desire to deliver outcomes in timely manner
Acts with a sense of urgency and is responsive to internal and external customer needs
Strong sales skills with the ability to negotiate and sell all messages including with those that may be difficult
Challenge the status quo to implement improvement and compete to win
A valid driver’s license is required
Demonstrates satisfactory progress during the Training Program and achieve passing scores on all tests, case studies, and foundational underwriting assessments
Potential to travel during training may exist

Nice To Haves

Customer-first mindset
Passion for making decisions through both analyzing data and employing critical thinking skills
Team spirit and desire to work collaboratively
Financial mindset
Ability to own your work and following through on commitments
Ability to decipher and execute within a fluid and changing business environment
An understanding of how to build relationships and trust among diverse groups

Responsibilities

Gain real-world experience in underwriting.
Work with sales teams, experienced underwriters, and other leaders to hone underwriting skills.
Participate in a 22-week CORE development program including self-directed and virtual classroom learning.
Gain on-the-job work experience.
Engage in integrated sales training.
Receive support from a mentor and manager.
Develop the knowledge to begin a formal career in underwriting.
Analyze data and employ critical thinking skills to make decisions.
Make decisions with a financial mindset.
Own work and follow through on commitments.
Decipher and execute within a fluid and changing business environment.
Build relationships and trust among diverse groups.
Think analytically about business problems, make recommendations, and propose solutions.
Demonstrate resilience and an entrepreneurial spirit.
Manage time, organization, and desk effectively.
Deliver outcomes in a timely manner.
Act with a sense of urgency and be responsive to internal and external customer needs.
Utilize strong sales skills to negotiate and sell.
Challenge the status quo to implement improvement and compete to win.
Demonstrate satisfactory progress during the Training Program.
Achieve passing scores on all tests, case studies, and foundational underwriting assessments.
Potentially travel during training.