About Us

Since 1985, Evolve Insurance Advisors has specialized in providing risk management and healthcare benefit services to middle market businesses throughout the Mid-Atlantic region and beyond. With exceptional professional expertise and over 30 years of experience we maintain long-standing relationships within the insurance industry and with A.M. Best A and A+ rated carriers, thus enabling Evolve to offer a wide array of innovative solutions. We use our expertise to achieve results through innovative thinking, custom-tailored strategies and a culture that emphasizes unparalleled service. We also have extensive experience working with governmental entities and educational institutions, and have a deep understanding of the particular issues impacting those organizations. We work with our partners to create strategic plans to meet clients’ needs, and provide the best possible solutions designed to manage their unique risk management, employee benefit, and financial objectives.

In 2017 we partnered with Crumdale Partners in order to leverage Crumdale’s expertise and provide our clients with best in class solutions:

  • Benefit Consulting & Brokerage Service
  • Property & Casualty
  • Ancillary and Voluntary Benefit Offerings
  • Risk Management Consulting

Evolve Insurance Advisors has offices in Plains, PA and Berwyn, PA specializing in government entities, school districts and private business.

Matthew Naylor
Chairman & CEO

Matt is responsible for Evolve’s creative vision and strategy. Matt has extensive experience in employee benefits, risk management and retail and wholesale brokerage and advisory services. Matt uses his deep industry expertise, relationships and experience to ensure Evolve delivers exceptional products and services to its clients. Matt began his career in 1995 when he joined his family’s general business insurance agency. Shortly thereafter he became CEO and expanded the business from a single operating entity into several successful firms, including an early stop-loss underwriting business, which was sold to Houston International Insurance Group in 2014.

Matt received a Bachelor of Science from Drexel University in 1995. He is a member of the Board of Trustees of Drexel University and Chairman of the Board of Trustees for AIM Academy. Matt is active in the Young President’s Organization and a member of YPO International. He is 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).

Brian J. McTear

Brian uses his operational, transactional and legal experience to lead Evolve’s day-to-day operations. Brian joined Evolve in 2016. Brian was previously Senior Vice President at Preferred Sands, a provider of silica sand and technology products to the oil and gas industry, where he was a member of the senior leadership team and had responsibility for new product development, corporate development and legal matters. Brian was previously a Partner at Blank Rome, LLP, where he advised public and private companies as well as private equity firms and their portfolio companies on sophisticated business, corporate, and transactional matters.

Brian earned a B.S. in Psychology at Ursinus College and graduated Magna Cum Laude from Widener University School of Law, where he was editor-in-chief of the law review. He has served as a guest lecturer at Temple University and Drexel University on entrepreneurism, has numerous legal publications, and was named to SmartCEO Magazine’s Legal Elite list and recognized as a “Rising Star” by Super Lawyers Magazine. He is Chair of the Bryn Mawr Rehabilitation Hospital Foundation and was a past Vice Chairman of the imPACT venture capital conference.

Jake Willcox
Executive Vice President & Chief Relationship Officer

Jake works closely with Evolve’s team and clients to ensure that they are getting the best available products on the market in a transparent way that provides our clients with efficient and cost-effective coverage under their unique circumstances. Jake joined in 2014 as an Executive Vice President in charge of Sales and Vendor and Client Relations. Previously, Jake was a Sales and Business Development Vice President at The Pension Company from 2008-2011, structuring annuities for claimants of large personal injury lawsuits. Jake also founded Legaltronix, an online cloud based resource for claims adjusters and lawyers to rate, review, and schedule mediations. He raised capital, ran the company, and developed relationships with 10 large national insurance carriers. Jake earned a B.A. in Business Administration from Loyola University.