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As mentioned in https://confluenceappfire.spartez-software.comatlassian.net/wiki/display/TFS4JIRA/TFS4JIRA+FAQ#TFS4JIRAFAQ-TFS4JIRASynchronizerrefusestoestablishconnectionbecauseofproxy. TFS4JIRA Synchronizer can be used with proxy. There are though additional settings that can be helpful.

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Adding proxy credentials

No-code solution

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Code Block
<defaultProxy enabled="true" useDefaultCredentials="false">
  <module type = "SomeNameSpace.proxyPass, SomeAssembly" />
</defaultProxy>

Forcing Synchronizer to not use proxy on some connections

In the <defaultProxy> tag you will have to specify the <bypasslist>

Code Block
<defaultProxy  
  enabled="True|False"  
  useDefaultCredentials="True|False">  
    <bypasslist>...</bypasslist>  
    <proxy>...</proxy>  
    <module>...</module>  
</defaultProxy>

an example of this kind of setting would look like that:

Code Block
<configuration>  
  <system.net>  
    <defaultProxy>  
      <bypasslist>  
        <add address="[a-z]+\.spartez-software\.com$" />  
        <add address="192\.168\.\d{1,3}\.\d{1,3}" />  
      </bypasslist>  
    </defaultProxy>  
  </system.net>  
</configuration>