Associate Underwriter

Upland Capital Group, Inc. is an AM Best rated “A-” VIII specialty property/casualty insurer headquartered in Dallas, Texas. Through its wholly owned insurance carrier, Upland Specialty Insurance Company, the company markets, underwrites and services specialty insurance products in select markets to include excess transportation, construction casualty, excess casualty, primary general liability, excess public entity, professional liability errors and omissions as well as excess cyber liability.  

We focus on “old school” underwriting as a craft, add “new school” analytics and technology, and encourage a gritty, growth mindset among people called “we entrepreneurs.”

As an Excess and Surplus (E&S) carrier, we face unique and interesting problems every day. We are seeking an Associate Underwriter to join our amazing team.

This position is based in our beautiful Chicago office.  Must be able to work onsite five days a week.

Primary Function:

The role of an Associate Underwriter is to assist with day to day functions of the Underwriting operation. As the Associate Underwriter gains experience, they will become responsible for underwriting renewal and new policies in compliance with established underwriting guidelines and within designated authority levels.  

Duties and Responsibilities:

• Underwrite Product Recall & Contamination risks with focus on profitability 
• Establish relationships with brokers
• Works with direct guidance from Vice President, Underwriting and other senior staff to review line of business submissions to ensure accuracy with quoting
• Gather required information, negotiate terms & pricing and provide input on underwriting decisions 
• Operates within defined level of authority, following defined internal approval process and all applicable underwriting guidelines as noted within underwriting manuals and policies
• Coordinate with Underwriting Assistant on issuance of binders, policies, endorsements and other documents as needed, as well as follow ups with brokers for required outstanding subjectivities
• Collaborates with senior staff members to participate in marketing efforts 
• Performs other duties or tasks as assigned by leadership
• Continuing education and pursuing designations

Experience, Education, Special Skills Required:

• Bachelor’s degree and 0-3 years of experience
• Strong oral and written communication skills with solid negotiation capability
• Excellent organizational, analytical, and data‑driven decision‑making skills
• Detail‑oriented team player able to work independently in a fast‑paced environment
• Ability to prioritize tasks based on urgency
• Knowledge of insurance terminology and processes
• Hybrid schedule: in‑office (Chicago) 2–3 days per week
• Willing to travel 5–10% for marketing effort

Disclosures:

Pay Estimate: $55,000 - $75,000

Other compensation: annual incentive program

Benefits: health insurance including FSA and HSA options and free access to Teladoc, vision, dental, disability and life insurance, parental leave, responsible time off (unlimited vacation days without an accrual system), paid sick time as required by law, 401(k), tuition reimbursement and employee assistance program.