Hospitality Insurance Group · 1 day ago
President & CEO
Southborough, MA
Full-time
Onsite
Director/Executive
10+ years expHospitality Insurance Group (HIG) is a niche property and casualty insurance company headquartered in Southborough, Massachusetts. The President & Chief Executive Officer (CEO) is accountable for the overall leadership, management, and performance of the company, setting strategic direction and driving financial and operational results.
Commercial InsuranceFinancial ServicesHospitalityInsurance
Hiring Manager
Richard Welch
Responsibilities
Lead the formulation, communication, and execution of HIG’s strategic plan
Ensure strategies align with the company’s mission, capital capacity, and risk appetite
Anticipate market shifts—including soft-market cycles—and position HIG for sustained profitability and growth
Pursue diversification within the hospitality sector and expansion into adjacent markets consistent with the plan’s phased growth model
Champion innovation through data analytics, automation, and use of technology to enhance decision-making and efficiency
Drive performance to achieve planned results for net income, surplus growth, and underwriting profitability
Oversee the integrity of financial statements, budgets, and forecasts
Manage capital prudently, ensuring adequate reserves and strong RBC ratios
Direct reinsurance strategy and expense management to optimize value
Monitor operational efficiency through productivity, process audits, and cost-benefit analysis of vendor relationships
Maintain a robust enterprise risk management program that identifies and mitigates key risks
Ensure compliance with all insurance laws, regulations, and corporate governance standards
Oversee cybersecurity strategy, ensuring defenses, employee training, and contingency plans are current
Cultivate positive relationships with regulators in all jurisdictions and ensure transparency in filings and communications
Prepare the company to navigate market softening through disciplined underwriting and data-driven pricing
Strengthen agency distribution by expanding productive agency relationships and appointments
Foster partnerships with hospitality and restaurant associations and leverage HIG’s admitted-carrier advantage
Oversee product innovation and development of non-admitted capabilities and niche products
Support marketing and branding initiatives to enhance awareness of HIG beyond liquor liability
Represent HIG externally with integrity and authority, serving as its public face to the market
Lead, mentor, and develop a small but experienced management team, promoting collaboration and accountability
Foster a culture of performance, empowerment, and professional growth
Ensure the company’s organizational structure and staffing levels are aligned with growth objectives
Promote equal opportunity within the workforce
Partner effectively with the Board to establish goals, strategies, and policies
Provide timely, accurate, and insightful reports and recommendations
Execute the Board’s directives with transparency and accountability
Keep the Board informed of material risks, opportunities, and developments
Qualification
Required
Bachelor's degree required; advanced degree (MBA, JD, or CPCU/ARM designation) preferred
Minimum 10–15 years of progressive leadership in property and casualty insurance, with experience in underwriting, operations, or finance
Demonstrated success leading a regulated insurer or equivalent business unit with P&L accountability
Experience managing relationships with regulators, rating agencies, and reinsurers
Proven ability to execute profitable growth strategies in a specialty or niche market
Demonstrated skill in building and motivating small, high-performing teams
Preferred
Familiarity with hospitality-related risks or small commercial business preferred
Benefits
Competitive compensation package commensurate with experience
Performance incentives aligned with company objectives
Benefits as determined by the Board of Directors
Company
Hospitality Insurance Group
Hospitality Insurance Group is an insurance company that offers liquor liability insurance coverage to businesses that serve or sell liquor.
11-50 employees
Funding
Current Stage
Early StageLeadership Team
Eric Piurkowski, CPA
Chief Financial Officer & SVP of Finance
Company data provided by crunchbase