The HCW establishes connections from your Exchange Server to domains.live.com to exchange metadata and establish trusts. Because connections originate from your CAS server, the proxy settings on that server (from Get-ExchangeServer  Format-List internetWebProxy) must be set correctly or outbound free/busy can fail. In addition to connection failures, the HCW won't be able to configure delegated authentication if the proxy setting is incorrect.

If you need to configure free/busy sharing with a third-party, go to the Organization tab in the Exchange admin center and configure individual or organization sharing between the two systems (Exchange Online and Exchange on-premises or Exchange on-premises and Exchange on-premises).




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