Transportation Broker - Wholesale Insurance

Transportation Broker - Wholesale Insurance

Base pay range: $61,000 – $119,000 per year. This range is provided by Risk Placement Services, Inc. Your actual pay will be based on your skills and experience. Talk with your recruiter to learn more.

Introduction

At RPS, we don’t just embrace bold ideas, we make them happen. We’re a team of entrepreneurs, big-picture thinkers, and passionate experts who thrive on possibility. Every day, we collaborate across teams, challenge convention, and push boundaries to design innovative solutions for our clients. With access to top-rated carriers and a dynamic marketplace, we bring strategy and creativity together to deliver what others might call impossible. Here, every voice counts, every perspective matters, and every challenge is an opportunity to grow. You’ll be supported by a culture that celebrates ownership, curiosity, and high performance, where you’re trusted to do your best work and encouraged to keep learning along the way.

How You’ll Make an Impact

Position Summary: Your role is Transportation Broker or Underwriter/Broker - Wholesale Insurance. The Broker role is 100% marketing and sales. The Underwriter/Broker is a hybrid role where you’ll spend approximately 75% of your time marketing and selling, and 25% underwriting. You’ll be the driving force behind revenue growth—connecting Retail Agents with national markets and delivering exceptional underwriting solutions through strong carrier relationships.

Key Responsibilities

• Prospect and develop new business through networking and relationship-building with Retail Agents and Carrier Underwriters.
• Market and sell wholesale insurance solutions to achieve production goals and grow your book of business.
• Build strong relationships with Specialty Carriers to ensure competitive pricing and access to coverage on various types of risk.
• Pre-qualify submissions and focus on high-probability sales opportunities while following Carrier guidelines.
• Analyze submissions from Retail Agents and determine the best available Carrier, coverage, forms, and premium.
• Gather information on client risks and identify additional areas of exposure RPS could quote.
• Stay ahead of industry and market trends that impact underwriting guidelines, pricing, and premiums.
• Educate partners on RPS’s full range of risk solutions as their business needs evolve.
• Lead, train, and oversee support team when assigned.
• Travel as needed to engage with clients and carriers.

Competencies

• Proven business development and relationship management skills.
• Strong analytical ability, attention to detail, and excellent communication.
• A proactive, goal-driven mindset with urgency to achieve production targets.
• Ability to leverage data and tools to craft comprehensive insurance solutions.
• Sets a high standard for responsiveness and commitment to meet the needs of Retailers and their clients.
• Conveys insurance and risk management expertise in ways that build trust and credibility.

Requirements & About You

• Bachelor’s degree and 3+ years of related experience.
• Home state P&C license (or willingness to obtain within 90 days).
• Proficiency in Microsoft Office.
• Sales experience in wholesale transportation insurance or related field preferred. Fleet a plus.

Compensation and Benefits

We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. On top of a competitive salary, we also offer a wide range of benefits.

Minimum Core Benefits (day one)

• Medical/dental/vision plans
• Life and accident insurance
• 401(k) and Roth options
• Tax-advantaged accounts (HSA, FSA)
• Educational expense reimbursement
• Paid parental leave

Other Benefits

• Digital mental health services (Talkspace)
• Flexible work hours (availability varies by office and job function)
• Training programs
• Gallagher Thrive program – elevating your health through challenges, workshops and digital fitness programs
• Charitable matching gift program
• And more…

Diversity and Inclusion

We value inclusion and diversity. Gallagher’s diversity and inclusion policies commit to equal employment opportunity for all protected characteristics and reasonable accommodations for qualified persons with disabilities. Please review our U.S. Eligibility Requirements.

Job Details

Seniority level: Not applicable | Employment type: Full-time | Job function: Management and Manufacturing | Industry: Insurance | Location: Chicago, IL