Matthew founded Crumdale Partners with a true entrepreneurial spirit while focusing on governance, collaboration, and alignment of interests. As CEO, he is responsible for leading Crumdale’s vision and strategy. He has extensive experience in employee benefits, risk management, MGAs, MGUs, and reinsurance services, as well as related mergers and acquisitions.
Matthew uses his deep industry expertise along with his distinctive leadership approach to ensure Crumdale delivers exceptional products and services to its clients while continuing to build Crumdale’s capabilities organically and through acquisition. He has grown multiple industry-related businesses into strong, sustainable entities.
Matthew began his career in 1995 when he joined Elite, where he built, lead, and acquired MGAs, MGUs, employee benefits, and risk management services across the United States. He sold the business to Houston International Insurance Group in 2015 and became the CEO and President of their Accident and Health Division. Houston International rebranded to Skyward Insurance and went public in 2022 (Nasdaq: SKWD). He is also a partner and investor in Leverage Health Solutions, an advisory firm to innovative companies in the health insurance payer and provider space, which has generated hundreds of millions in revenue growth for its clients. Matthew was also the lead investor in Health Insurance Inc. (HIIQ) (Nasdaq). He identified, developed, lead, and scaled Health Insurance Inc. to leverage its proprietary technology into the second largest short-term medical insurance distributer in the country.
Matthew has served on public, private, and nonprofit boards. He is active in the Young President’s Organization (YPO) and a member of YPO International. Matthew was presented with the Entrepreneur of the year in 2020 by Ernst & Young LLP (EY US). He has been involved with industry associations, including the Self-Insured Institute of America (SIIA), the Council of Insurance Agents and Brokers (CIAB), the Society of Professional Benefits Administrators (SPBA), and the Society for Human Resource Management (SHRM).
Matthew received his B.S. from Drexel University and serves as a member of the Drexel University Board of Trustees. He is also Chairman of the Board of Trustees for AIM Academy, which is regarded as one of the best academic institutions for learning deficiencies in the United States.
