Episode 98: Current State of M365 Attacks: Initial Access
Jun 26, 2024
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Explore the latest trends in attacks on Microsoft 365 environments. Discover how attackers use techniques like credential stuffing and brute-force attacks to compromise accounts. Learn about the risks of social engineering tactics targeting corporate systems, including man-in-the-middle attacks. Delve into the vulnerabilities of legacy authentication protocols and the challenges of app passwords. This discussion emphasizes the importance of robust security measures and conditional access policies to safeguard sensitive information.
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Quick takeaways
Credential stuffing highlights the risk of password reuse across platforms, emphasizing the need for robust password management and security policies.
Credential-based attacks are one of the most prevalent means through which attackers gain initial access to Microsoft 365 environments. Credential stuffing is a common tactic where attackers exploit old or leaked passwords from external sources, often unrelated to the targeted organizations, due to users' tendency to reuse passwords across various platforms. For example, breaches from unrelated applications can lead to compromised corporate accounts because employees frequently use the same credentials. This attack method highlights the importance of password management and security policies to mitigate the risk associated with credential reuse.
Password Spraying vs. Credential Stuffing
Password spraying is another technique that attackers often employ, which involves trying a limited set of common passwords against many accounts to evade account lockout policies. This method demonstrates a preference for low-effort attacks that can yield results without triggering extensive security alerts. Attackers use variations of easily remembered passwords, drawing on human behavior patterns to increase their chances of success. The more users in an organization, the greater the opportunity for successful password spraying, especially when bad password practices are widespread.
Weaknesses in Multi-Factor Authentication (MFA)
While Multi-Factor Authentication (MFA) is designed to enhance security, its implementation is not uniform across organizations, leading to potential vulnerabilities. Basic MFA, such as yes/no prompts, can be exploited if attackers obtain valid credentials, as users may inadvertently approve repeated requests out of annoyance. Furthermore, attackers can bypass MFA entirely if they compromise accounts that have not yet enrolled in MFA. Gaps in the MFA implementation expose organizations to risks, and there is a call for stronger conditional access policies to better manage logs and user authentication.
In this episode, we discuss the latest trends and techniques for enumerating Microsoft 365. We break down how attackers may identify M365 tenants, how they discover and validate accounts and what you as an IT admin can do to protect your organization in-light of this. Topics covered: Credential Stuffing, Brute Force Attacks, Password Spraying, Prompt Bombing, Session Hijacking, Adversary-in-the-Middle (AiTM) Attacks, OAuth Phishing, Legacy Authentication Protocols, App Passwords, Conditional Access Policies