About Us

CHSI Technologies is the company behind Connections

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 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.
Angie Hewitt

Angie Hewitt

Executive Vice President of Operations
Ryan Ward

Ryan Ward

Vice President of Sales
aaron rich

Aaron Rich

Chief Technology Officer
Matt Crum

Matthew Crum

Vice President of Product
Trevor Lightbound

Trevor Lightbound

Vice President of Partner Services