I created ssl key and required it for outgoing mail in sendmail mail and all the sudden I can't send my log file to hotmail account, the funny thing is I can still send out mail locally without password or using ssl key, like for instance if I type my hotmail account in with sendmail command it works fine, anyways this is what I get in log file when it tries to send out my logs:

Jul 26 10:06:02 myhost sm-msp-queue[12811]: to=root, delay=01:47:10, xdelay=00:00:00, mailer=relay, pri=1111623, relay=[127.0.0.1] [127.0.0.1], dsn=4.0.0, stat=Deferred: Connection refused by [127.0.0.1]

Jul 26 10:06:02 myhost sm-msp-queue[12811]: to=root, delay=01:47:09, xdelay=00:00:00, mailer=relay, pri=1118632, relay=[127.0.0.1], dsn=4.0.0, stat=Deferred: Connection refused by [127.0.0.1]

Jul 26 10:06:02 myhost sm-msp-queue[12811]: to=root, ctladdr=root (0/0), delay=06:03:59, xdelay=00:00:00, mailer=relay, pri=1560327, relay=[127.0.0.1], dsn=4.0.0, stat=Deferred: Connection refused by [127.0.0.1]

Jul 26 10:06:03 myhost sm-msp-queue[12811]: to=maccount@hotmail.com, ctladdr=root (0/0), delay=06:04:01, xdelay=00:00:00, mailer=relay, pri=1567291, relay=[127.0.0.1], dsn=4.0.0, stat=Deferred: Connection refused by [127.0.0.1]

so i guess my question is how do you fix this, besides getting rid of STARTTLS configuration?

Any help is much appreciated as always.