About Us

CHSI Technologies is the company behind CHSI Connections®

CHSI Connections® – Accelerate To Great®

Our mission is to level the playing field for small and mid-market companies by providing access to the highest quality insurance technology solutions in the marketplace.


Our vision is to be the leader in Hosted Insurance Management Solutions. The name CHSI was chosen to communicate the company’s passion, spirit, and values for which it stands: Commitment, Honesty, Service and Innovation.

Game-Changing Insurance Software

With a full-time engineering staff and dedicated partner services team, CHSI is disrupting and redefining insurance technology. We strive to optimize your insurance stack of operations by leveraging our innovations.

CHSI Team And Culture

We are as proud of our people as we are of our insurance technology. The CHSI team is passionate about creating something extraordinary. Our commitment to your success makes us a trusted technology partner for all.

We Are Insurance Software Experts

CHSI Technologies, the company that makes the CHSI Connections® software, is comprised of inventive and ground-breaking experts who are passionate about creating software solutions that build trust and inspire loyalty. We value ourselves as the leader in cloud based insurance management solutions, and our team is committed to tackling complex problems by delivering innovative insurance technology solutions to those businesses who need it most. Our success is attributed to the ability to identify under-served markets, deploy our technology, and provide disruptive strategies that offer true value to the clients we serve.

  • Workers' Compensation

  • Self Insured Groups

  • Captives & Risk Retention Groups

  • P & C Carriers

  • Public Entities


Our Leadership Team

Chris Stites, CEO, CHSI Technologies

Chris Stites

Chief Executive Officer
CHSI Technologies CEO Chris Stites brings more than 30 years of software leadership experience focused on delivering innovative customer solutions.
Lee Mashore

Lee Mashore

Chief Strategy & Product Officer
Lee oversees the daily operations of CHSI Connections®. He has over 20 years of technology and insurance experience in delivering award winning software solutions to the insurance industry.
Richard Mathis

Richard Mathis

Chief Technology Officer
As the leader of the Development Team, Richard brings “tech” to CHSI Technologies. He has over 20 years of experience building and delivering web-based application software.
Trevor Lightbound

Trevor Lightbound

Vice President of Partner Services
Trevor works directly with clients and ensures their success with CHSI Connections®. His unique combination of leadership, insurance management and technical skills make him a valued resource on each project.
Megan Ranftl_VP Partner Success_CHSI Technologies

Megan Ranftl

Chief of Staff
In her role as Chief of Staff, Meg couples 15 years of insurance industry and team leading experience with high-level communication, precise attention to detail, and excellent organizational skills to provide a unique perspective to operations management and problem solving.