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We want the ability of the Leadership team to have visibility of the critical tasks across all projects. Meaning, use on Kanban Board that encompasses all projects for a defined group of people. We have only been using the free version of Jira for a few days and want to make sure it meets our needs before going to a paid version.
Also factor in if you need Roadmap feature or not as it does not work when using multiple projects.
This is in addition to what @Jack Brickey already shared.
Ismael, I'm not 100% clear on your response. Do you mean that the roadmap doesn't work at all for Company Managed Projects, or just not across multiple projects?
When your board cuts across multiple projects.
As this is for a leadership team, you may want to consider using a dashboard also. It could roll-up information and focus it in ways helpful to the leaders.
Experiment and improve may be keys to help: discuss what they want to know and why, show them something, and improve from there.
Best regards,
Bill