Comparison Cloud vs Datacenter: User experience, maturity, ...

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Hi,

Our customer has got 2 Atlassian environments: a 7 year old environment in Cloud (self-managed, messy) and a 1 year old environment in Datacenter (managed by us, an Atlassian partner). 

The goal is to migrate 1 of the environments to the other to end up with only 1 environment.

Security is very important for this customer, so it is not an easy decision to take, by just moving everything to cloud.

We have been asked to make a very thorough analysis and comparison.

Some of the points to compare could be called subjective, and for that reason I would like to ask for your input, as we cannot find clear information and numbers about those online.

Points to compare are:

• Learning curve for new users
• User experience (user)
• User experience (admin)
• "Customizability" to improve the user experience
• Maturity
• Atlassian vision regarding feature roadmap: Which aspects are being/will be prioritized?
• ...

We have to do the comparison for Jira, Confluence and Bitbucket.

Thank you in advance for your very appreciated input!