I need to do an upgrade from jira 3.9.2 to 4.4.5 o 4.5. but they are changing to windows server from 2003 to 2008. and the database from postgres to sql server 2008.
Are all the changes compatible?
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Absolutely - as long as the application server can run Java, Jira will be fine.
Personally, I'd strongly advise sticking with PostGres over SQL-Server, but that's just because of a string of really bad experiences with MS-SQL (heck, it's so bad, I'm actually pleased to migrate people to Oracle!). That said, SQL Server 2008 is perfectly compatible with Jira and supported by Atlassian.
See https://confluence.atlassian.com/display/JIRA044/Supported+Platforms for more
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