Cherish Osborne

Senior Project & Implementation Manager

Cherish Osborne has served as Headstream Technologies’ Senior Project and Implementation Manager, bringing extensive experience in IT project management and operations. She leads the organization’s client relations and implementation efforts, ensuring smooth transitions, clear communication, and the successful completion of projects that align with client expectations. Cherish is committed to delivering innovative solutions while fostering positive relationships that reinforce Headstream Technologies’ mission to empower individual potential through transformative technology.

Prior to joining Headstream Technologies, Cherish gained invaluable experience in the U.S. Coast Guard’s IT sector, where she managed critical systems and delivered results under high-pressure conditions. Following her military service, she successfully transitioned into project management roles across various industries, including print, fulfillment, managed service providers, and custom software development. Her breadth of expertise across these fields has made her a trusted leader in delivering impactful, client-focused solutions.

Cherish’s ability to blend strategic planning with hands-on execution continues to improve client and team experiences, ensuring that implementations are efficient, scalable, and impactful.

Reach me at- cosborne@headstreamtechnologies.com