The plugin problem: Why your Atlassian Cloud migration is more complicated than it looks

Atlassian’s recent Ascend program (Atlassian Cloud migration) has set a firm deadline: Data Center and Server support is ending. For thousands of organizations, cloud migration…

Atlassian’s recent Ascend program (Atlassian Cloud migration) has set a firm deadline: Data Center and Server support is ending. For thousands of organizations, cloud migration is no longer optional. The promise is compelling: no infrastructure to maintain, automatic updates, predictable costs. But for enterprises running heavily customized Jira environments, the reality is more complicated. The issue isn’t Atlassian’s cloud platform itself. It’s the dozens (sometimes hundreds) of plugins your organization depends on. Each one represents a separate migration challenge, a different vendor relationship, and a potential gap in your cloud environment. It’s a plugin problem. What looked like a straightforward platform migration becomes a complex orchestration of third-party dependencies, many of which don’t have clear paths forward.

When ...