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Explore the evolution of UpStage, an artist-led platform for cyberformance (live online performance) that celebrated its 20th anniversary in 2024. This 29-minute conference talk from LGM 2025 features Lead Developer Gloria W. and UpStage Persister Helen Varley Jamieson presenting the platform's complete "RE:imagination" following the four-year Creative Europe funded Mobilise/Demobilise project. Learn about how UpStage removed its Flash dependency, implemented new features with current technologies, and integrated Jitsi for audio-visual streams, audience interaction, and live text and drawing tools. Discover recent backend improvements including Docker implementation for easier installation of independent instances and more automated testing. The presentation highlights UpStage's ongoing mission to promote open source tools for artists and artist involvement in digital tool development—especially important as LLMs and proprietary platforms increasingly dominate the creative landscape. UpStage continues to serve as an independent, artist-led space for reimagining better digital worlds.