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Synonym letters in SharePoint serach
You're right. Command for SP 2010 is: Set-SPEnterpriseSearchServiceApplication -Identity "MyApp" -DiacriticSensitive "False". More info at link. It is strange that it was false by default but started to work as expected after update.
Adding new Web Front End. What will stop working?
I'm afraid that, during installation, existing web server will stop working for a moment (maybe IIS reset?). If application stops to work even for a moment i will have >20 angry users on phone :).I'm planing to deal with load balancing later.