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.
Requirements
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.
Benefits
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.