Acquisition Opportunity Smith Brothers Insurance LLC acquired Charter Oak Agency effective July 1, 2025, creating a consolidated client base and immediate cross-sell opportunities across the combined portfolio.

CRM Marketing Charter Oak’s use of HubSpot, WordPress, Google Tag Manager, and Cloudflare offers a clear path to unify CRM, marketing automation, and secure web presence for the merged entity.

Security Compliance Existing security tools such as X-XSS-Protection and Cloudflare present a base for expanding security monitoring, vulnerability management, and compliance services tailored to mid-market insurance agencies.

Ops Support With a lean team, there is an opportunity to provide managed IT, cloud hosting, and back-office automation services to scale operations under the Smith Brothers umbrella.

Regional Growth Located in Old Greenwich, CT, Charter Oak can be a focal point for regional growth initiatives, digital marketing expansion, and local distribution partnerships to increase premiums within the Northeast.