Ryan Headley
Chief Client Success Officer
Ryan Headley is the Chief Client Success Officer, leading initiatives to elevate client engagement, retention, and satisfaction. He partners with cross-functional leaders including agency stakeholders, development, operations, and sales to deliver tailored solutions that drive measurable impact.
With deep expertise in workflow processes, system configuration, custom development, and analytical dashboards, Ryan has streamlined internal systems and improved visibility into performance metrics, enabling smarter decisions and more agile client support.
He began his career as owner and operator of Stratton Agency (2002–2017), later joining PCF Insurance until 2019, when he launched a consulting practice supporting agencies of all sizes. In 2023, he became a leader at Panorama Insurance Associates, guiding P&C operations and overseeing a network of 290+ agencies through master code agreements.
Recently, Ryan has focused on partner program database optimization, pre-renewal strategy, and aligning enterprise tools with client success outcomes, along with initiatives in AI, job aids, and transactional accounting management.
Based in Granite Bay, California, Ryan is married with three children and is an avid Northern California sports fan especially of the San Francisco Giants.
