Sr. Underwriter - Executive Products (Wholesale)

RLI Insurance Company•Chicago, IL

2d•$111,357 - $156,093•Hybrid

About The Position

Own and grow a profitable portfolio of Management Liability business in the Wholesale Division through disciplined underwriting, sound judgment, and exceptional broker relationships. Independently evaluate complex risks, make timely underwriting decisions, and deliver high-quality work while contributing to profitable growth. The role analyzes, quotes, binds, and manages new and renewal Management Liability submissions, including D&O and EPL, within underwriting authority. It builds trusted relationships with wholesale brokers, evaluates financial, operational, legal, and management exposures, and produces accurate, well-documented underwriting files, pricing rationale, and policy documentation. The position also requires prioritizing new business, renewals, and operational responsibilities; meeting service standards and deadlines; and collaborating with internal partners on profitable growth and process improvement. Success means generating repeat business through trusted broker relationships, making timely and well-reasoned decisions aligned with company strategy, maintaining exceptional underwriting quality, and growing a profitable portfolio while balancing production, retention, and profitability. RLI describes itself as an employee-owned company and offers a total rewards package that includes compensation, benefits, and professional-development opportunities.

Requirements

Bachelor's degree or equivalent experience.
At least 5 years of commercial underwriting experience, preferably in Management Liability.
Demonstrated success managing a profitable book of business and building strong broker relationships.
Sound underwriting judgment and analytical thinking.
Strong knowledge of Management Liability products and underwriting strategy.
Excellent communication and negotiation skills.
Exceptional attention to detail and organizational skills.
Ability to manage competing priorities in a fast-paced environment.
Accountability, ownership, and independent decision-making.
Intellectual curiosity and commitment to continuous learning.
Relationship-building skills, strong marketing instincts, and ability to create trusted partnerships that generate profitable business.

Nice To Haves

RPLU designation.

Responsibilities

Analyze, quote, bind, and manage new and renewal Management Liability submissions, including D&O and EPL, within underwriting authority.
Build and maintain trusted relationships with wholesale brokers through responsive communication, consistent follow-through, and thoughtful underwriting decisions.
Evaluate financial, operational, legal, and management exposures to determine acceptable risks.
Produce accurate, well-documented underwriting files, pricing rationale, and policy documentation requiring minimal rework.
Prioritize new business, renewals, and operational responsibilities while meeting service standards and internal deadlines.
Collaborate with internal partners to support profitable growth and continuous process improvement.
Grow a profitable portfolio while balancing production, retention, and profitability.

Benefits

Annual bonus plans.
Employee stock ownership plan (ESOP).
401(k) with an automatic 3% company contribution.
Annual 401(k) and ESOP profit-sharing contributions, up to 15% of eligible earnings.
Paid time off and holidays.
Paid volunteer time off.
Parental and family care leave.
Flexible and hybrid work arrangements.
Fitness center discounts and free virtual fitness platform.
Employee assistance program.
Comprehensive medical, dental, and vision benefits.
Flexible spending and health savings accounts.
Group life and AD&D insurance at 2x base salary.
Voluntary life, critical illness, and accident insurance available for purchase.
Short-term and long-term disability benefits.
Training and certification opportunities.
Tuition reimbursement.
Education bonuses.
Professional development and educational opportunities, including insurance courses, in-house training, and other programs; RLI covers the cost of most programs and employees typically earn a bonus upon successful completion of approved courses and certifications.