Offensive methodology

Reconnaissance and enumeration

The first phase of a penetration test: map the target, find the exposed services and link each version to known weaknesses. Practise only within an authorised scope (private lab, HTB machines).

CPTSOffensiveAuthorised lab / HTB

The process

  1. PassiveOSINT, public DNS, certificates: no packet to the target.
  2. DiscoveryLive hosts, open ports, services and versions.
  3. EnumerationDig into each service: shares, users, directories.
  4. MappingLink versions and configurations to known vulnerabilities.
Golden ruleEnumeration is 80% of the work. A missed foothold almost always comes from a service or version you did not see. Re-scan after every new access, from the new vantage point.

Passive reconnaissance

  • WHOIS, DNS: domain owner, name servers, A, MX, TXT records.
  • Subdomains: public certificates (crt.sh), search engines, wordlists.
  • OSINT: credential leaks, code repositories, document metadata, public profiles.
  • Technology fingerprint: HTTP headers, Wappalyzer, favicon, error messages.

Scanning with Nmap

CommandRole
nmap -sn 10.10.10.0/24Host discovery, no port scan
nmap -p- --min-rate 1000 cibleAll TCP ports, quickly
nmap -sC -sV -p … cibleDefault scripts and versions on the found ports
nmap -sU --top-ports 100 cibleMain UDP ports (DNS, SNMP, TFTP…)
nmap -Pn cibleTreat the host as up (ICMP filtered)
nmap -oA scan cibleSave in the three formats

Approach: a fast scan of all ports, then a targeted -sC -sV scan on the open ports. States: open, closed, filtered. See also the Ports and services sheet.

Enumeration by service

ServiceWhat to look for
Web (80/443)Technologies, hidden directories and files, virtual hosts, robots.txt, login pages
SMB (139/445)Shares and anonymous access, users, password policy
DNS (53)Zone transfer, subdomains, internal records
FTP (21)Anonymous login, readable or writable files
SNMP (161/udp)Default community strings, system inventory
LDAP (389)Directory objects, users, groups, without authentication
Web content discoveryFuzzing of directories and files (ffuf, gobuster), virtual hosts (Host header) and parameters. A good wordlist changes everything: SecLists is the reference.

Linking to vulnerabilities

  • For each version found: look up known CVEs (searchsploit, NVD) and public exploits.
  • Look for the product's default credentials.
  • Note everything: service, version, URL, credential found — the evidence will feed the report.

Defensive side

  • A port scan shows up in firewall logs: many SYN, mostly RST, within seconds.
  • Reduce the exposed surface, hide version banners, monitor DNS zone transfers.
  • Detection: see Network Traffic Analysis.