Hello all, My problem is, quick and simple to resolve i think, but it's giving me headaches for 3 days now :) I'm using Windows server 2008 with exchange 2007 (everything is trial version, because this is my school project, and i don't think i'll need more as 120 days until exchange expires:P). however, i was able to make my server a domain controller, installed all pre-requirements for exchange and then exchange itself. configuration went well, smoothly, owa works like a charm, but here is the following problem. let's say i have two gmail account (personal and commercial for ads etc.), and i will call them test1(personal) and test2(public). i can send mail from both gmail accounts to exchange mail and it arrives in about 30 seconds. i can also send an exchange mail to test1 gmail account, and it also arrives in about 30 sec, but if i click on new mail and then send to test2 gmail account, that mail never arrives. but here is the funny thing, if i click reply in exchange and send mail back to gmail2 account, that mail arrives in matter of seconds. Long story short: why does mail sent from exchange arrive to destination mail if replied and why doesn't arrive if i create a new message? what is the deal here? any advice would be appreciated. best regards P.S sorry for my english, if there is something you won't understand, ask me and i'll try to explain in other words :)

You didn't assign that test2 gmail account address to a recipient in Exchange, did you?-- Ed Crowley MVP"There are seldom good technological solutions to behavioral problems.". "d1ablo" wrote in message news:9eed6ae2-d699-405e-9ba2-1ab7dca5414b...Hello all,My problem is, quick and simple to resolve i think, but it's giving me headaches for 3 days now :) I'm using Windows server 2008 with exchange 2007 (everything is trial version, because this is my school project, and i don't think i'll need more as 120 days until exchange expires:P). however, i was able to make my server a domain controller, installed all pre-requirements for exchange and then exchange itself. configuration went well, smoothly, owa works like a charm, but here is the following problem. let's say i have two gmail account (personal and commercial for ads etc.), and i will call them test1(personal) and test2(public). i can send mail from both gmail accounts to exchange mail and it arrives in about 30 seconds. i can also send an exchange mail to test1 gmail account, and it also arrives in about 30 sec, but if i click on new mail and then send to test2 gmail account, that mail never arrives. but here is the funny thing, if i click reply in exchange and send mail back to gmail2 account, that mail arrives in matter of seconds.Long story short: why does mail sent from exchange arrive to destination mail if replied and why doesn't arrive if i create a new message?what is the deal here? any advice would be appreciated. best regardsP.S sorry for my english, if there is something you won't understand, ask me and i'll try to explain in other words :) Ed Crowley MVP "There are seldom good technological solutions to behavioral problems."

Hi, Could you search the new mail send to test2 using Message Tracking? How to Search Message Tracking Logs http://technet.microsoft.com/en-us/library/bb124926(EXCHG.80).aspx You can also use Pipeline Tracing to diagnose problems of Transport Agent http://technet.microsoft.com/en-us/library/bb125198(EXCHG.80).aspxFrank Wang