Enumerate IAM Permissions vs o365-attack-toolkit: Side-by-Side Comparison (2026)
Features, pricing, ratings, and pros & cons — compared head-to-head.
Enumerate IAM Permissions 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:
AWS penetration testers and red teams validating IAM privilege creep will find Enumerate IAM Permissions invaluable because it actually enumerates what permissions work, not what policies claim to grant. It's free and sits at 1,185 GitHub stars, meaning the community has already vetted it for real AWS environments. Skip this if you need automated, continuous monitoring of IAM drift across hundreds of accounts; Enumerate is a point-in-time assessment tool best run manually or on-demand, not as a compliance scanner.
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.
