Zimbra, once a pioneering open-source collaboration platform, became a symbol of digital trust for small businesses, schools, and nonprofits worldwide. Launched in 2003 as a free, community-driven alternative to expensive enterprise software, it thrived under the Mozilla Public License (MPL), which allowed users to freely use, modify, and share its code. Over 20 years, Zimbra changed hands multiple times—acquired by Yahoo!, VMware, Telligent, and Synacor—each transition raising concerns but not derailing its open-source mission. However, in 2023, Progress Software’s acquisition marked a turning point. The company effectively discontinued development of the open-source edition, shifting focus entirely to commercial licensing and leaving thousands of users without critical updates or security patches. This move triggered widespread backlash, as organizations relying on the free version faced costly migrations or security risks. In response, a grassroots rebellion emerged: developers and users forked the last open version to create community-led alternatives like OpenZimbra, preserving the original ethos of accessibility and collaboration. This fork was not just a technical act but a powerful statement about digital autonomy, highlighting the ethical tension between corporate profit and open-source stewardship. The fallout revealed deep vulnerabilities in relying on ’open-core’ models when companies prioritize revenue over community. Schools, small businesses, and nonprofits—already operating on tight budgets—were forced to divert funds or abandon systems they had built their operations around. Yet, the crisis also demonstrated the resilience of open-source communities, proving they can self-organize, sustain development, and challenge corporate control. The Zimbra saga has since become a cautionary tale for enterprises acquiring open-source projects and an inspiration for future community-led initiatives. It underscores a growing demand for transparent, foundation-governed software that resists corporate capture. As digital infrastructure becomes increasingly central to daily life, the Zimbra story illustrates that the fight for software freedom is not abstract—it directly impacts education, local economies, and digital equity. Ultimately, it reaffirms that when users and developers unite, they can reclaim control, ensuring that essential tools remain open, secure, and accessible to all.