Microsoft Remote Connectivity Analyzer a very good tool to test connectivity.
Outlook Connectivity Test
Open Microsoft Remote Connectivity Analyzer tool via http://exrca.com.
Select Exchange Server and click Outlook Connectivity and then click Next.
Fill in all information and click Perform Test.
Make sure that The Outlook connectivity test completed successfully.
If Connectivity test failed, you need to Expand All and figure out the error and then fix it, for this case, it’s Testing HTTP Authentication Method test failed, Run follow cmdlet to verify and change settings.
Get-OutlookAnywhere | FT Identity,*auth* -AutoSize
Set-OutlookAnywhere -Identity "GDXEX02\rpc (Default Web Site)" -IISAuthenticationMethods Basic
Cary Sun is a Principal Consultant, He has a strong background specializing in datacenter and deployment solutions, and has spent over 20 years in the planning, design, and implementation of network technologies and Management and system integration.He hold CISCO CERTIFIED INTERNETWORK EXPERT (CCIE No.4531) from 1999.Cary is also a Microsoft Most Valuable Professional (MVP), VeeamVanguard and Cisco Champion. He is a published author with serveral titles, include blogs on Checkyourlogs.net, author for many books. Specialties: CCIE /CCNA / MCSE / MCITP / MCTS / MCSA / Solution Expert / CCA