A common method attackers leverage as well as many penetration testers and Red Teamers is called "password spraying". Password spraying is interesting because it’s automated password guessing. This automated password guessing against all users typically avoids account lockout since the logon attempts with a specific password are performed against against every user and not one specific one which is what account lockout was designed to defeat. The attacker starts with a list list of passwords they're going to try which starts with the most likely passwords ("Fall2017", "Winter2018", etc).
When password spraying begins, we start with the first password in the list. That first password is used in an attempt to authenticate as every user in Active Directory. This one password is attempted against each AD user...
In this presentation, we’re going to go through a little bit of what you need to know about the basics, what’s in it for you as an attacker, how you do recon in the cloud, how do you do some basic attacks, how do you get from on-premises to the cloud, how do you go back onto premises from the cloud, and some countermeasures, and then we’ll walk through a bit of a demo scenario.
Kerberoasting can be an effective method for extracting service account credentials from Active Directory as a regular user without sending any packets to the target system. This attack is effective since people tend to create poor passwords. The reason why this attack is successful is that most service account passwords are the same length as the domain password minimum (often 10 or 12 characters long) meaning that even brute force cracking doesn’t likely take longer than the password maximum password age (expiration). Most service accounts don’t have passwords set to expire, so it’s likely the same password will be in effect for months if not years. Furthermore, most service accounts are over-permissioned and are often members of Domain Admins providing full admin rights to Active Directory (even when the service account only needs to modify an attribute on certain object types or admin rights on specific servers).