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Information Gathering
The process of identifying, discovering, and obtaining information that may have relevance to the pen test; crucial to the success of most pen tests
Open Source Intelligence (OSINT)
Actionable information gathered from freely and publicly available sources; anyone can obtain it without breaking laws
Whois
A protocol that supports querying of data related to entities who register public domains and other Internet resources (registrant name, org, contact info, name servers, etc.)
Organization's Website (as OSINT)
Marketing sites, often including an "About" page, that reveal purpose, goals, nature of the org, executive/personnel info, events, and links to social media
Related Websites
Secondary sites, subdomains, partner/subsidiary sites, and social media profiles that can expand OSINT beyond the primary site; e.g., the 2014 Target breach via a third-party HVAC supplier
Social Media (as OSINT)
Organization and individual profiles (Twitter, Facebook, LinkedIn, YouTube, Instagram, Reddit) that reveal marketing info as well as personal interests, habits, and relationships
Job Boards (as OSINT)
Job postings that reveal personnel makeup, technical sophistication, software architecture, programming languages, hardware, and network/security systems used
Google Hacking
The process of using the Google search engine and special search operators to identify potential security weaknesses in publicly available sources
Google Operator: site
Searches a specific site, e.g., site:comptia.org report
Google Operator: link
Searches for pages that link to the specified page, e.g., link:comptia.org report
Google Operator: filetype
Searches for specific file types, e.g., filetype:pdf report
Google Operator: intitle
Searches for page titles, e.g., intitle:Certification report
Google Operator: inurl
Searches for URLs, e.g., inurl:Certification report
Google Operator: inanchor
Searches for anchor text, e.g., inanchor:Certification report
Online Articles and News (as OSINT)
Mainstream news, financial publications, and press releases that reveal services, fiscal performance, unethical practices, or acquisitions affecting people/products/technology
DNS Querying
Queries for name resolution info that reveal a target's network structure; standard queries find IPs, advanced queries retrieve MX/NS/TXT records and more
Zone Transfer
A DNS operation that, if improperly configured, allows transfer to untrusted domains, enabling enumeration of hosts accessible from the Internet
MX Record
DNS record type that identifies which server handles incoming mail for a domain; compromising it means compromising communication
Sender Policy Framework (SPF)
A kind of framework that validates incoming mail from a domain comes from a trusted IP address, mitigating email spoofing in spam/phishing
Subject Alternative Name (SAN)
This can identify specific subdomains, other domains, IP addresses, and email addresses the cert applies to
Wildcard Certificate
An SSL/TLS certificate using an asterisk (*) to denote all subdomains, making it harder to identify specific subdomains
CT Framework
This Framework publishes CA issuer logs containing info about domains/subdomains certs apply to, helping discover subdomains covered in the past
Shodan
A search engine that enables anyone to connect to public or improperly secured Internet-connected devices by banner grabbing through ports (e.g., exposed IP cameras, ICSs, IoT devices)
theHarvester
An open source OSINT tool that gathers subdomain names, employee names, email addresses, PGP keys, and open ports/service banners using search engines, Comodo, social media, and Shodan
Recon-ng
A command-line open source OSINT tool similar to but more robust than theHarvester, using dozens of modules that each run a specific type of query
Maltego
A graphical OSINT tool that features OSINT objects graphically with links to other objects, using "transforms" to automate querying and visualize relationships in node graphs
Fingerprinting Organizations with Collected Archives (FOCA)
A GUI OSINT tool (Windows only) that discovers hidden metadata within documents, such as names, software/OS versions, printer info, and plaintext passwords
Weaponization
The process of turning passive recon results into directions or launch points for active recon and preliminary attacks
Content of Interest
Categories to analyze from OSINT findings: IP addresses/subdomains, external/third-party domains, key personnel, social engineering-enabling info, and technology info
Public IP Addresses (as OSINT)
IP ranges organizations use to communicate with the outside world; can be leveraged through active scanning to discover services, ports, and OS info, or as entry points into the private network
External and Third-Party Sites
Partner, contractor, or unrelated sites (e.g., Glassdoor) not owned by the target org that can still reveal useful info, though action against them may be out of scope
Social Engineering
The practice of deceiving people into giving away access to unauthorized parties or enabling compromise of sensitive assets, exploiting natural human trust
Technologies (as Content of Interest)
Info about an org's tech stack (e.g., Apache vs. IIS) that can indicate underlying OS, vendor reliance, or the presence of an AD environment, guiding vulnerability research