Analysing a massive Office 365 phishing campaign

Last week, a friend of mine reached out with a query: a contact in his address book had sent him a suspicious email. As it turns out, it was. In this blog post, we’ll have a quick look at an Office 365 phishing campaign, which turned out to be massive. This type of phishing has been on the rise for a while now (at least since 2017), and it’s important to point out, as seemingly attacks are only increasing.


As mentioned earlier, Office 365 (O365) phishing isn’t new, but it is definitely prevalent. A high-level overview of a typical attack is as follows:

Figure 1 – High-level overview of typical O365 phishing

A typical flow of such an attack may be as follows:

  1. An attacker sends an O365 spearphishing email, likely from a spoofed or fake email address;
  2. The user is enticed to click on the link, or open the attachment which includes a link;
  3. The user will then unknowingly enter their credentials on the fake O365 page;
  4. Credentials get sent back to the attacker;
  5. Attacker will access the now compromised user’s mailbox; and,
  6. The cycle repeats: the attacker will send spearphish emails to all of the compromised user’s contacts – with this difference, it’s coming from a legitimate sender.
This is exactly what happened to a friend of mine: he got sent an email from a legitimate email address, which was a contact in his address book – only the sender never intentionally sent this email! 
Let’s have a look at the infection chain.
The initial email
The initial email sent looked as follows:
Figure 2 – “P.AYMENT COPY”

Clicking on the “OPEN” button would redirect you to a legitimate but compromised Sharepoint (part of O365) webpage. Seeing as a legitimate business has been compromised, I won’t post the link here. Its web administrators have been notified.

Figure 3 – “Access OneDrive”

The PDF document

Next step is hosting a PDF named “INVOICE.PDF”, which entices the user to access OneDrive to view the shared file. If the user were to click on “OPEN PDF HERE”:

Figure 4 – “Login with Office 365”

URI: https://happymachineit[.]info/Michael/b4fb042ba2b3b35053943467ac22a370/OFE1.htm

The final landing or phishing page

Finally, clicking on “Login with Office 365” will redirect the user to the final phishing page, which will look as follows:

Figure 5 – Final landing page

The final landing page is as follows:

When entering credentials, they will be sent off to the attacker, and the cycle from Figure 1 will repeat itself. Note that other scenarios are possible, for example:

  1. The attacker may try to (re-)sell credentials that have been gathered so far on criminal forums
  2. The attacker may send more targeted spearphishes to potentially interesting victims
  3. The attacker may attempt to access other services or accounts using the same user/password combination
In short, there’s countless other possibilities.
The phishing infrastructure
Avid readers will have noticed the phishing website uses a valid SSL certificate, which is as follows:,

This means the certificate is a local and self-signed one. In other words, if you are accessing a secure website, and you see “” as the SSL certificate, do NOT trust it.

As a side-note, a search for the Common Name (CN) mentioned above with Censys currently yields 1,499 results:

The phishing website encountered here, https://happymachineit[.]info, is hosted on the following IP: 178.159.36[.]107

Performing a search with RiskIQ’s PassiveTotal as well as VirusTotal, and after filtering results, we obtain a whopping total of 875 unique Office 365 phishing sites, hosted on that IP alone! It appears this campaign has been active since December 2018.

Searching a bit further, it appears the whole ASN (which is a collection of IP prefixes controlled by a single entity, typically an ISP), AS48666 is in fact riddled with Office 365 as well as other phishing sites. Using we can quickly gauge the ASN is hosting multiple phishing sites for Office 365 as well as Adobe:

Figure 6 – AS48666 hosting badness

General Info:

  • Geo: Russian Federation (RU) — 
  • AS: AS48666 – AS-MAROSNET Moscow, Russia, RU 
  • Registrar: RIPENCC

As shown in this blog post, one IP address can host tons of phishing instances, while the ASN controls multiple IPs.


For the phishing websites itself, any network traffic that resolves to the IP above.

I’ve noticed there are countless similar PDFs from this same campaign. Due to the way these are created (likely in bulk), a simple Yara rule can be found here.

Note: in specific instances, this rule may false-positive – so use at your own will.


There isn’t much to disinfect, since there’s no actual malware involved.

However, if you have been affected by this phishing campaign, do the following immediately:

  • Contact your network and/or system administrator or managed services provider if you have one and wait for their response – if not;
  • Note down the phishing page/URL, then close any open phishing pages – in fact, close the whole browser;
  • Perform an antivirus scan with your installed product, and a scan with another application, for example Malwarebytes (better be safe than sorry);
  • Change your O365 password immediately;
  • Change passwords on other websites where you used the same combination;
  • Reach out to the people in your address book you were compromised and they are not to open your email(s) or at least not any attachments or links from your email(s);
  • Verify your “Sent” emails folder for any suspicious activity. If there are no Sent emails – the attacker may have deleted them, or you may have a full compromise on your hands.; and,
  • File a complaint with your CERT, local police station, or whichever authority would handle such cases. If you are unsure how to do so, have a look here for assistance.


  • Block the IP mentioned in this report in your firewall or proxy or other appliance;
  • Use strong and preferably unique passwords (use a password manager);
  • Set up 2FA for accounts or, preferably, MFA (multi-factor authentication);
  • Enable, deploy or implement anti-spam and anti-phishing protection;
  • Enable, deploy, or implement a URL phishing filter;
  • Trust, but verify: “did this contact really need to send me a “Payment Copy”? – if needed, verify via a phone call – not via email;
  • Be generally cautious with links and attachments. Do not click on links or open attachments from unknown senders;
  • If possible, use Firefox with NoScript enabled; and,
  • If you’re in an organisation: create or organise user awareness training.


Phishing has been around for a long time – Office 365 phishing, on the other hand, has been around since, well, Office 365 was created. Every time a new service is created, you can imagine that phishing emails targeting that service will follow – maybe one month later, perhaps a year later – but they will.

Always try to be vigilant and follow the prevention tips mentioned above to stay safe.

As a side-note, the real Office 365 page is:

You may find more information in the Resources section below.


Blaze’s Security Blog – Cybercrime Report Template
Decent Security – Easily Report Phishing and Malware
Microsoft – Anti-phishing protection in Office 365
Microsoft – Microsoft publishes guidance to boost public sector cloud security
Microsoft – Set up multi-factor authentication
Microsoft – Set up Office 365 ATP anti-phishing and anti-phishing policies


*** This is a Security Bloggers Network syndicated blog from Blaze’s Security Blog authored by Bart. Read the original post at: