XFFenum vs o365-attack-toolkit: 2026 Comparison
XFFenum is a free penetration testing tool. o365-attack-toolkit is a free penetration testing tool. Compare features, ratings, integrations, and community reviews side by side to find the best penetration testing fit for your security stack.
CST VerdictBased on our analysis of available product data, here is our conclusion:
Penetration testers running assessments against load-balanced or proxied applications need XFFenum to catch header-injection bypasses that manual testing misses. With 94 GitHub stars and active use in red team engagements, it's proven at identifying XFF spoofing chains that expose backend servers to direct attack. Skip this if your scope doesn't include HTTP header manipulation or you're working exclusively against single-origin targets; the tool solves a specific problem rather than serving as a general enumeration framework.
Penetration testers running Office365 red teams need o365-attack-toolkit because it automates the attack chains most frequently missed in manual testing: password spraying against MFA-less accounts, token theft via API manipulation, and lateral movement through shared mailbox permissions. The 1,116 GitHub stars and active maintenance reflect real adoption by practitioners who've replaced custom scripts with this toolkit. Skip it if your scope is shallow phishing simulations or if your client's O365 tenant has conditional access properly configured; the toolkit assumes weak or absent policy controls that limit its value in mature environments.
