Matthew Naylor

Member of the Board of Trustees

Drexel University

May 2017 - Feb 2025 (7 years 10 months)

Chief Executive Officer

Crumdale Specialty

Jun 2015 - Current (11 years 1 month)

Crumdale Partners is a diversified insurance firm providing custom solutions to businesses nationwide. We leverage industry expertise, superior talent, and a disruptive mindset to provide agile, transparent, and cost-saving insurance solutions that match the diversity and ingenuity of our clients and solve the ever-changing challenges businesses face. At Crumdale, people come first. Our clients, colleagues, trading partners, and communities are our strength. Our company culture is rooted in alignment, innovation, and integrity. We believe when our clients win, we win. We become part of your team, so you can do what you do best.

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EVP of Houston International Insurance Group CEO of the Accident & Health Division

Houston International Insurance Group HIIG

Jan 2015 - Jun 2017 (2 years 6 months)

HIIG has assets of over $1 billion and shareholders’ equity of more than $325 million. HIIG’s insurance company subsidiaries consist of Houston Specialty Insurance Company, Imperium Insurance Company, Great Midwest Insurance Company, and Oklahoma Specialty Insurance Company. These insurance companies are rated A/A- (Excellent) by A.M. Best Company. HIIG is a P&C insurance company licensed in 50 states with Overall premium in 2016 in excess of $600 million.

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Member Board Of Directors

Health Insurance Innovations Inc HIIQ

Sep 2008 - Sep 2011 (3 years 1 month)

Mathew Naylor was the seed capital for Michael Kosloske and Health Insurance Innovations, Inc. (NASDAQ: HIIQ), is a leading developer and administrator of affordable, web-based individual health insurance plans and ancillary products. HIIQ integrates its third-generation experience, diverse range of products and its cloud-based, proprietary technology platform, establishing the Managing Underwriters, Third-Party Administrators, and Active Insurance Technology companies. As pioneers of the "Quote, Buy, and Print" model of online insurance sales.

Partner & Member Of The Board Of Directors

Leverage Health

Jan 2012 - Current (14 years 6 months)

Leverage Health delivers best-in-class products and solutions to health plans, provider organizations, employers, and other industry stakeholders. Leverage Health is a team of health care industry veterans who identify high-potential companies and accelerate their growth in the health care marketplace. Using the combined experience of our team – business development professionals, strategists, operators, and technologists – we employ a proprietary due diligence process to assure success for our partners and clients.

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Member Board Of Directors

First National Bank of Chester County NASDQ FCEC

Jan 2006 - Dec 2011 (6 years)

First National Bank of Chester County was a, full-service independent bank that serves customers through branches located in Chester County, Pennsylvania. The Bank offers a range of business banking, personal banking, and trust and investment products and services to consumers and businesses. First National also provides online banking services. A Pennsylvania regional bank with over 1.4 billion in assets. Work on the Strategic Planning Committee and Finance Committee.

Chairman Emeritus Of The Board Of Trustees

AIM Academy

Jan 2006 - Nov 2024 (18 years 11 months)

AIM Academy is a Research-to-Practice School that is continually pioneering the technology and techniques proven to benefit children with language-based learning differences. With an advisory board of world renowned researchers, AIM is uniquely positioned to be on the forefront of cutting edge advances in educating children who learn differently. Accommodations alone will not allow our students to soar; it is imperative that we equip AIM learners with the full benefit of instructional strategies that will allow them to excel in their chosen professions. AIM is driven by the belief that children, who learn differently, challenge conventional ways of thinking. Therefore, they are at an advantage over their peers when it comes to essential 21

Board Member

The Chester County Chamber of Business Industry

Jan 2002 - Dec 2009 (8 years)

Member

YPO

Jun 2001 - Current (25 years 1 month)

Founding Partner

Elite Underwriting Services

Jan 1995 - Sep 2015 (20 years 9 months)

Elite a Stop Loss MGU for self-funded employers and was a single source solution, partnering with companies to provide Employee Benefits Consulting, Human Resources, Benefits Administration, Payroll, Property & Casualty and Voluntary Benefits all under one roof.

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