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Underwriting Trainee

Berkley One (a Berkley Company)
Chicago, IL Full Time
POSTED ON 1/6/2026
AVAILABLE BEFORE 2/4/2026
Company Details

Berkley One is a modern insurance provider for a modern generation of affluence. We serve clients who live dynamic, adventurous lives and expect their insurance experience to match. Our mission is to deliver highly personalized risk and claims management through a blend of expert independent agents, cutting-edge digital tools, and the strength of the Berkley brand.

Why Join Us?

At Berkley One, you’ll be part of a forward-thinking team that’s reimagining personal insurance. We’re building solutions that are as sophisticated and agile as the clients we serve—individuals and families who value innovation, simplicity, and exceptional service. You’ll collaborate with passionate professionals, leverage modern technology, and help shape the future of our industry.

What We Value

  • A client-first mindset with a passion for delivering exceptional experiences
  • Curiosity, creativity, and a drive to challenge the status quo
  • Collaboration across disciplines to build smarter, more intuitive solutions
  • Integrity, expertise, and a commitment to excellence

Join us in creating a new standard in personal insurance—where protection meets possibility.

We offer a hybrid work schedule with 4 days in the office; and 1 day remote where it makes sense to do so.

The company is an equal opportunity employer.

Responsibilities

As a Berkley One Underwriting Trainee, you'll participate in a structured training program combining formal instruction and hands-on experience. This program builds foundational knowledge in high-net-worth personal lines, including product language, underwriting principles, risk assessment, customer relationship management, and sales proficiency. You'll gain:

Industry Knowledge

  • Gain a broad understanding of the insurance industry, market dynamics, and company objectives.
  • Develop insight into company operations, strategies, financials, and competitive positioning.

Product & Service Expertise

  • Learn and apply knowledge of policy forms and coverage to assess exposures.
  • Compare company offerings with competitors to identify and communicate differentiators.
  • Effectively present company services tailored to client needs.

Book Management & Pricing

  • Understand basic pricing, growth, and profitability goals in underwriting decisions.
  • Analyze risk data to determine account eligibility while considering client needs.
  • Make informed decisions on pricing, terms, and conditions within authority limits.
  • Align underwriting decisions with business line and customer segmentation strategies.
  • Refer accounts beyond authority and consistently meet service standards.

Sales & Customer Relationship Management

  • Identify client needs and align product offerings accordingly.
  • Negotiate coverage, pricing, and terms.
  • Build and maintain strong relationships with current and prospective clients.

Qualifications

  • Bachelor’s degree or equivalent experience.
  • Preference for insurance, risk management, and actuary majors.
  • Exposure to P&C insurance through an internship or first job preferred.
  • Strong verbal and written communication skills with a positive, professional demeanor.
  • Detail-oriented, proactive, and able to thrive in a fast-paced team environment.
  • Excellent interpersonal skills and ability to collaborate across all organizational levels and with customers.

Additional Company Details

We do not accept any unsolicited resumes from external recruiting agencies or firms.

Benefits

The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include:

  • Base Salary
  • Eligible to participate in annual discretionary bonus.
  • Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans.

The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.

Sponsorship Details

Sponsorship not Offered for this Role

Salary.com Estimation for Underwriting Trainee in Chicago, IL
$55,505 to $71,306
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