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My company is doing server OS upgrade, so as a tester I would want to know what types of testing is most helpful in this process?

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    server OS upgrade tests. Seriously- you need to come with more context and ideas you thought about, at the moment the way your question is written we can fill books with answers – Rsf Mar 9 '15 at 8:28
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Please run through below check list and pick applicable ones for your environment

  • Regression Testing - Ensure Server, Features stable and running fine post upgrade
  • For browser upgrades - Compatibility testing
  • For specific machine upgrades (Not all machines upgraded) - If not all systems are upgraded then basic testing needs to ensure different versions of platforms do not have any impact. Connectivity of upstream and downstream system post upgrade is successful
  • Monitor resource usage (CPU / DB) and measure if there is any abnormal spike. There could be override / change in default system param. This may hurt performance aspects
  • In case of upgrade failure test the roll back strategy
  • All this upgrade need to be done from QA-UAT finally to prod
  • Managing downtime during the upgrade (Read only access / fail over systems ?)
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Expecting you have a DTAP setup: Upgrade the Acceptance server OS and let any users depended on the services of the server accept that their applications are still working.

For operational testing have a look at what ITIL describes: http://wiki.en.it-processmaps.com/index.php/Service_Validation_and_Testing

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