Director of Property & Casualty Auto Insurance Sales

Launch & Scale a New Auto Insurance Division

Reports to:

Executive Leadership

Compensation:
Competitive base + performance based incentive + long term upside

We are a tech forward, multi line insurance agency and financial services platform serving 300,000+ legacy customers nationwide. The organization operates across health, benefits, and financial products and is now expanding aggressively into Property & Casualty, beginning with Auto Insurance.

This is not a maintenance role. This is a build, launch, and own opportunity within a technology enabled organization with real distribution, real data, and real scale.

We are seeking a Director of Property & Casualty Auto Insurance Sales to create and lead a new Auto Insurance division from the ground up. This role owns strategy, execution, and results, including carrier partnerships, sales buildout, and monetization of an existing 300k+ customer base.

This position is fully in person at the Clearwater office and works directly with executive leadership, product, marketing, and technology teams.

• Launch a new Auto Insurance division from zero to scale
• Design and execute the go to market strategy for selling auto insurance to 300k+ existing customers
• Select, negotiate, and manage carrier partnerships and appointments
• Build sales infrastructure including workflows, scripts, pricing strategy, and compliance
• Leverage technology, data, and automation to drive conversion and efficiency
• Hire, train, and manage sales leadership, agents, and operational support
• Integrate Auto offerings into a broader multi line insurance ecosystem
• Own revenue targets, conversion metrics, CAC, retention, and profitability
• Establish forecasting, reporting, and performance dashboards
• Operate day to day from the Clearwater office, setting culture, pace, and accountability

• Proven leader with deep experience in Property & Casualty Auto insurance sales
• Demonstrated success building or scaling an insurance sales organization
• Strong command of carrier economics, commissions, underwriting, and compliance
• Experience monetizing large customer bases, inbound demand, or cross sell channels
• Comfortable operating in a tech enabled, data driven environment
• Execution focused, commercially sharp, and accountable
• Licensed or licensable in required states
• Willing and able to work in person in Clearwater, Florida

• Immediate access to 300,000+ existing customers
• Greenfield ownership of a new revenue division
• Technology and data already in place to scale quickly
• Executive level visibility and influence
• Ability to shape strategy, structure, and team from day one
• Significant upside tied directly to performance

• Rare opportunity to build a P&C Auto division from scratch
• Strong leadership commitment and capital support
• Real distribution without startup risk
• Opportunity to create long term value and career defining impact

Catch Health is an equal opportunity employer. We celebrate diversity and are committed to an inclusive environment for all employees.