Who We Are

Building Methodical, meaningful relationships

OUR HISTORY

meaningful relationships - team hands in a circle integrated with the Crumdale logo

Matthew Naylor founded Crumdale Partners in 2014 with a goal to fix the broken healthcare supply chain and create innovative insurance solutions for better self-funded employee benefits.

Today, we are one of the Inc. 5000 Fastest Growing Companies and consistently ranked among the Best Workplaces. Our enterprise is driven by an entrepreneurial spirit and grounded in meaningful relationships.

OUR FOUNDATION

Methodical, meaningful relationships between broker partners and trading partners.

OUR MOTIVATION

To revolutionize employee benefits through market-leading products and services.

OUR COMMITMENT

To provide strategic consulting, innovative solutions, and impactful partnerships.

“I founded the company with a true entrepreneurial spirit and a focus on meaningful relationships. Our institutional governance focuses on collaboration and alignment of interests. These interests include our team, our culture, strategic partnerships, trading partners, and ultimately our customers. Our vision to make a positive impact on the people we serve is what drives me and what drives our company. Our leadership team has deep-rooted operational experience in a diverse array of insurance solutions, including program management, consulting, risk management, underwriting, cost containment, and analytics. Additionally, private equity expertise and experience drive our company’s mergers and acquisitions and strategic partnerships with a keen eye for success. All these skillsets coalesce within our distributed leadership model under one unified vision to create an innovative, entrepreneurial, team-oriented culture.”

Matthew S. Naylor

Our Leadership

Matt Naylor

Matthew S. Naylor

FOUNDER & CEO

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.

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Brian J. McTear

PRESIDENT

Brian leads Crumdale’s day-to-day operations and the execution of our strategic growth initiatives. 

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Jake Willcox

President of Enterprise Revenue

Jake leads Crumdale’s global Sales and Marketing strategy. His deep industry experience and leadership in employee benefits and risk management helps ensure the success of Crumdale’s ecosystem. 

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Joseph C. Sweeney

CHIEF OPERATING OFFICER

Joe is Crumdale’s Chief Operating Officer. He has been involved in the insurance industry on the financial and operations side of the business for close to 20 years.

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Robert S. Adams

CHIEF FINANCIAL OFFICER

Rob oversees Crumdale’s financial strategy, accounting, and elements of our agency acquisition process. He has over 20 years of broad investment and financial experience, including venture capital, business strategy development and implementation, financial analysis and modeling, and M&A.

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Jim Andrews

CHIEF REVENUE OFFICER

Jim is responsible for training, coaching, and leading Crumdale’s sales team to drive results and revenue. He has extensive experience in sales management at leading payroll and HR companies including Paychex, Paylocity, and Workday. 

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We really liked the flexibility in working with the Crumdale Partners team to make the transition smooth for our groups. Ivana is the best in the business. We love working with her. She makes our lives very easy once a deal gets through the door.
Kimberly A. DiRocco, Senior Account Executive, Employee Benefits, Capstone Group
better employee benefits - meaningful relationships

Our Mission

To revolutionize the self-funded insurance space through innovative products and cost saving solutions that deliver better employee benefits at a lower cost.

meaningful relationships - partnerships

Our Vision

At Crumdale, people come first. We strive to make a positive impact on the people we serve. We believe this starts with the passion and purpose of our team. We are thoughtful, patient, and intentional in fostering long-term, value-based relationships with our broker and trading partners. Working together, we create cost saving solutions, better outcomes, and a better experience for employees accessing their benefits.

meaningful relationships - Excellence

Our Values

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.

We offer a diverse and integrated set of insurance solutions from a family of partners with a singular focus and goal. Each partnership is carefully cultivated to creatively meet real market needs and serve every stakeholder with integrity.

INTEGRATED HEALTH PLANS

STOP LOSS GROUP CAPTIVES

MEDICAL STOP LOSS SOLUTIONS

PHARMACY BENEFIT SOLUTIONS

COMPLIANCE & ACTUARIAL

Let’s work together

INSURANCE ISN’T NEW, BUT THE WAY WE TAILOR IT TO MEET YOUR NEEDS IS.

CONTACT US TODAY FOR A COMPLIMENTARY, CONFIDENTIAL CLIENT ASSESSMENT.