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hybrid exchange environment question

Dear office 365 (( exchange online )) experts

after we finished the hybird configuration and we made multi test and we migrated multi mailboxes to exchange online we are having an issue to start outlook from the web brwoeser

we are geeting error 500  

i will add photos at the end but i want you to know that our mail flow

all going via email securiy gateway csico iron port (( so please if you have any hint can help to fix such issues )) 

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8/22/2022 - Mon