o365-attack-toolkit vs Trail of Bits Software Assurance: side-by-side comparison (2026)
o365-attack-toolkit is a free penetration testing solution. Trail of Bits Software Assurance is a commercial penetration testing solution by Trail of Bits. Features, integrations, deployment and the company behind each one, side by side.
A toolkit to attack Office365, including tools for password spraying, password cracking, token manipulation, and exploiting vulnerabilities in Office365 APIs and services.
Multi-disciplinary security assessment service spanning app-sec, crypto, blockchain
Side-by-side comparison
Feature
o365-attack-toolkit
Trail of Bits Software Assurance
Pricing model
Free
Commercial
Category
Penetration Testing
Penetration Testing
Deployment and fit
Deployment type
On-Premises
On-Premises
Company size fit
Mid-Market, Enterprise
Mid-Market, Enterprise
Open source
GitHub stars
1,116
–
Last commit
Nov 2020
–
Company
Company
–
Trail of Bits
Use cases and capabilities
Password Spraying
Yes
No
Enumeration
Yes
No
Reconnaissance
Yes
No
Password Cracking
Yes
No
Penetration Testing Framework
No
Yes
Source Code Analysis
No
Yes
Fuzzing
No
Yes
Threat Modeling
No
Yes
Vulnerability Research
No
Yes
CI/CD
No
Yes
LLM Security
No
Yes
Security Audit
No
Yes
Secure Development
No
Yes
Core features
No features listed
1 feature listed
Integrations
No integrations listed
3 integrations listed
Need help choosing?
See more solutions in this category, or build a security stack from your picks.
