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Watch a 44-minute conference talk from All Things Open 2024 exploring strategies for managing and upgrading aging enterprise software applications. Learn practical approaches to assess security vulnerabilities, quantify risks, and build compelling business cases for modernizing legacy systems. Discover frameworks for effectively communicating with leadership about necessary upgrades while balancing costs and benefits. Gain insights into handling End-of-Life (EOL) challenges, addressing hiring difficulties, and maintaining development velocity with outdated systems. Through a blend of humor and practical wisdom, explore whether modernization is truly necessary or if your legacy application remains viable in its current state. Access accompanying presentation slides to reinforce key concepts about evaluating and potentially upgrading mission-critical enterprise applications.