About Breakwater Markets LLC

Breakwater Markets LLC is a specialty wholesale insurance brokerage platform focused on commercial transportation risk. As a standalone subsidiary within the Cover Whale ecosystem, Breakwater is designed to place business that falls outside traditional delegated authority programs, leveraging a broad network of carrier relationships across admitted and E&S markets.

Position Summary

Breakwater Markets is seeking a results-driven Vice President of Wholesale Brokerage to

play a foundational role in building and scaling its transportation-focused wholesale platform.

This is a senior leadership role with direct impact on production, portfolio quality, and carrier partnerships. The VP will be responsible for developing and executing a wholesale brokerage strategy that drives profitable growth, deepens carrier relationships, and expands our market presence nationwide.

This role reports to senior leadership and will work cross-functionally with underwriting, operations, and actuarial teams to ensure our wholesale business operates with discipline, efficiency, and a long-term growth orientation.

Key Responsibilities

Carrier Relations

Develop, manage, and grow strategic relationships with carriers active in the commercial trucking space.
Secure and manage brokerage appointments and placement relationships with key carrier partners across admitted and E&S markets.
Serve as the primary point of contact for carrier partners; proactively communicate on portfolio performance, market conditions, and growth initiatives.
Monitor carrier appetite shifts and adjusting distribution strategy accordingly.

Production & Distribution

Own wholesale production targets and lead efforts to grow gross written premium through broker channels.
Build and maintain a network of producers in the commercial trucking segment.
Develop and execute go-to-market strategies for new product launches and geographic expansion.
Identify and pursue new distribution opportunities, market segments, and strategic partnerships.
Track production pipeline, submission activity, and bind ratios; report regularly to leadership on performance vs. targets.Provide market intelligence and competitive insights to inform product development and pricing decisions.
Represent Breakwater Markets at industry events, conferences, and association meetings relevant to commercial trucking and wholesale distribution.

Required

8+ years of experience in commercial trucking insurance, with a strong background in wholesale brokerage, MGA, or carrier distribution.
Demonstrated track record of building and managing carrier relationships and growing production in a wholesale or MGA environment.
Deep knowledge of commercial auto and trucking insurance products, market dynamics, and regulatory landscape.
Existing relationships with carriers active in the commercial trucking space strongly preferred.
Strong analytical skills with the ability to interpret loss data, production metrics, and market trends.
Exceptional communication and relationship management skills; able to influence at the executive level internally and externally.
Active P&C insurance license (or ability to obtain promptly upon hire).

Preferred

Experience at an MGA, program administrator, or specialty insurer focused on commercial transportation.
Bachelor's degree in business, finance, risk management, or a related field; advanced degree or professional designations (CPCU, CIC, ARM) a plus.

Breakwater Markets LLC offers a competitive total rewards package designed to attract and retain top talent in the specialty insurance market.

Base Salarycommensurate with experience and qualifications.
Annual Performance Bonus: Tied to individual and company performance targets.
Health, dental, and vision insurance.
401(k) with company contribution.
Flexible, remote-first work environment.
Professional development support including licensing, designations, and industry conference participation.

Breakwater Markets remote jobs

Vice President Wholesale Brokerage -Breakwater Markets