The posting
Ledgebrook is an AI-native specialty insurance platform. When a business needs coverage that is custom and complex, its broker comes to us, and our underwriters give them an answer, often in hours rather than weeks.
We built our technology from scratch, with AI in it from the first line of code. The technology helps price the risk; the underwriter uses their judgment to decide. There are always two hands on the wheel.
We are insurance industry insiders, and we eat our own cooking: Ledgebrook writes the policy and shares the risk through our own carrier, Ledgebrook Specialty, rated A- (Excellent) by AM Best. We work exclusively through wholesale brokers.
Our vision: to make the wheels of insurance spin faster.
At Ledgebrook, everything we do is driven by our culture: Care, Strive, Thrive Together. To succeed in modernizing the industry, we must first succeed in changing the way we do business. Talent density is our north star—fewer, better people working together as one. To that end we’ve replaced all individual incentives with generous equity packages—we play as a team, we win as a team. Everyone benefits handsomely from Ledgebrook’s success.
About the Role
The Vice President, Southwest Zone Leader is responsible for the overall leadership, performance, and profitable growth of the Southwest Region. This executive leadership role oversees a team of underwriters while driving underwriting excellence, production, broker relationships, and portfolio profitability across the region.
The VP serves as the regional business leader, owning the execution of underwriting strategy, talent development, distribution management, and operational performance within the zone. This individual partners closely with executive leadership, product, actuarial, claims, and distribution teams to achieve growth objectives while maintaining underwriting discipline and delivering exceptional service to broker partners.
The ideal candidate is a proven underwriting executive who combines strong technical expertise with exceptional leadership, business development, and strategic execution.
Key Responsibilities
Regional Leadership & Business Management
- Lead all underwriting operations and business performance for the Southwest Zone.
- Develop and execute regional business plans that deliver profitable premium growth while maintaining underwriting discipline.
- Own regional production, profitability, portfolio management, and service objectives.
- Monitor regional KPIs, submission flow, hit ratios, pricing adequacy, loss trends, and overall portfolio performance.
- Identify growth opportunities, market trends, and competitive dynamics to drive strategic decision making.
- Represent the Southwest Region with executive leadership and provide regular updates on performance, opportunities, and risks.
Leadership & Talent Development
- Recruit, develop, mentor, and retain a high-performing underwriting team.
- Create a culture of accountability, collaboration, urgency, and underwriting excellence.
- Conduct regular coaching sessions, file reviews, performance evaluations, and career development discussions.
- Establish clear underwriting expectations while reinforcing consistency, authority compliance, and execution.
- Partner with Human Resources and executive leadership on succession planning and organizational development.
- Lead onboarding and development of new underwriting talent.
Underwriting Leadership
- Provide technical guidance and referral authority on complex, high-profile, or large casualty accounts.
- Ensure underwriting quality, pricing adequacy, and adherence to company underwriting guidelines.
- Maintain underwriting discipline while balancing growth objectives and market competitiveness.
- Monitor portfolio performance and proactively address emerging trends, concentration management, and loss drivers.
- Partner with Product, Actuarial, Claims, and Reinsurance teams to continually refine underwriting strategy and appetite.
- Champion data-driven underwriting and continuous portfolio optimization.
Broker & Distribution Leadership
- Develop and strengthen executive-level relationships with key wholesale brokers and strategic distribution partners throughout the Southwest.
- Drive regional business development initiatives and identify opportunities to expand market share.
- Represent the company at broker meetings, industry conferences, and customer events.
- Collaborate with national distribution leadership to execute strategic broker plans and regional initiatives.
- Serve as the primary underwriting leader for the region and a trusted advisor to brokers and carrier partners.
Strategic & Operational Execution
- Execute company underwriting strategy and ensure consistent implementation across the region.
- Collaborate with executive leadership on forecasting, budgeting, staffing, and business planning.
- Drive operational excellence through process improvements, workflow optimization, and technology adoption.
- Ensure compliance with underwriting authority, carrier guidelines, regulatory requirements, and internal controls.
- Support new product launches, underwriting initiatives, and strategic growth opportunities.
Requirements
- 5-10+ years of commercial casualty underwriting experience, preferably within E&S or specialty insurance.
- Demonstrated leadership experience managing underwriting teams and regional operations.
- Strong technical underwriting expertise with the ability to evaluate complex casualty risks.
- Proven success leading profitable growth within a wholesale distribution model.
- Strong understanding of portfolio management, pricing, and underwriting profitability.
- Excellent leadership, communication, coaching, and relationship-building skills.
- Strategic mindset with the ability to balance growth, risk selection, and operational execution.
- Ability to thrive in a fast-paced, entrepreneurial, high-growth environment.
Preferred Experience
- Experience leading regional underwriting operations.
- Expertise in casualty, general liability, construction, habitational, hospitality, manufacturing, E&S business.
- Strong relationships within the wholesale brokerage community.
- Experience working with delegated authority programs, MGAs, or specialty carriers.
- Familiarity with underwriting technology, analytics, and data-driven portfolio management.
For Candidates Applying From The U.S.:
Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.
Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact [email protected]. Requesting an accommodation will not negatively affect your application.
Benefits
- Full remote flexibility and asynchronous work culture.
- Unlimited PTO and fully paid sick leave.
- Comprehensive health benefits, including medical, dental, and vision coverage, plus HSA and FSA options.
- Additional financial protection and retirement benefits, including a 401(k), company-paid life insurance, and disability coverage.
Compensation
- Base Salary Range $250,000-$350,000- This is a good-faith compensation range based on what Ledgebrook reasonably expects to pay for this position at the time of this posting. Actual compensation may vary based on a variety of relevant factors including experience, qualifications, geographic location and other relevant factors.
- Employees in this position are eligible to participate in Ledgebrook’s equity incentive program.
For Candidates Applying From The U.S.:
Please note: This position is open only to candidates who are authorized to work in the United States without the need for current or future employer-sponsored work authorization. We are unable to offer sponsorship at this time.
Ledgebrook may use Artificial Intelligence (“AI”) as part of the job application process, including to assist us in evaluating your application. AI is used as a support tool, and hiring decisions are made by human recruiters. By submitting your information, you acknowledge that the company may use AI tools as part of our evaluation. If you need a reasonable accommodation or alternative review process because of a disability or other legally protected basis, contact [email protected]. Requesting an accommodation will not negatively affect your application.
