Scenario:
Office 365 is tagging messages coming from ProofPoint Essentials as spam and putting the messages in the user's junk folder.
Solution:
You need to tell O365 to trust Emails coming from ProofPoint Essentials.
CONFIGURE OFFICE 365:
By-Pass Spam Filtering in Office 365
1- Sign-In to the Office 365 Admin portal.
2- Click on Admin menu this will launch Admin Center
3- In the Admin Center click on Show All.
4- Then click on Exchange under the Admin Centers which will launch the Exchange Admin Center.
5- Once in the Exchange Admin Center select Mail Flow - Rules.
6- Under the Rules page click on the Plus sign " + " and in the drop down menu select Bypass spam filtering.
7- In the new rule window, complete the required fields:
- Enter a value for Name (e.g."By-pass Spam filtering for ProofPoint Essentials")
- For "Apply this rule if…" select "The sender...IP address is in any of these ranges or exactly matches”
8- Add IP address to the IP address list as provided below.
67.231.149.0/24
67.231.152.0/24
67.231.153.0/24
67.231.154.0/24
67.231.155.0/24
67.231.156.0/24
67.231.144.0/24
67.231.145.0/24
67.231.146.0/24
67.231.147.0/24
67.231.148.0/24
148.163.128.0/19
69.172.217.0/24 (Vircom)
9- Type in the address followed by the clicking the plus sign " + " icon. This needs to be repeated for all IP addresses.
10- Ensure Set the spam confidence level (SCL) to is selected in the Do the following...menu and click Save.
11- Once back on the Rules page enable the rule by clicking the check box.
12- You can now proceed to STEP 4 - Telnet Test to Verify if Email Works