Starting with a nmap scan using nmap automator

└─$ autonmap 10.10.10.48 All

Running all scans on 10.10.10.48

Host is likely running Linux


---------------------Starting Port Scan-----------------------



PORT     STATE SERVICE
22/tcp   open  ssh
53/tcp   open  domain
80/tcp   open  http
1500/tcp open  vlsi-lm



---------------------Starting Script Scan-----------------------



PORT     STATE SERVICE VERSION
22/tcp   open  ssh     OpenSSH 6.7p1 Debian 5+deb8u3 (protocol 2.0)
| ssh-hostkey:
|   1024 aa:ef:5c:e0:8e:86:97:82:47:ff:4a:e5:40:18:90:c5 (DSA)
|   2048 e8:c1:9d:c5:43:ab:fe:61:23:3b:d7:e4:af:9b:74:18 (RSA)
|   256 b6:a0:78:38:d0:c8:10:94:8b:44:b2:ea:a0:17:42:2b (ECDSA)
|_  256 4d:68:40:f7:20:c4:e5:52:80:7a:44:38:b8:a2:a7:52 (ED25519)
53/tcp   open  domain  dnsmasq 2.76
| dns-nsid:
|_  bind.version: dnsmasq-2.76
80/tcp   open  http    lighttpd 1.4.35
|_http-server-header: lighttpd/1.4.35
|_http-title: Site doesn't have a title (text/html; charset=UTF-8).
1500/tcp open  upnp    Platinum UPnP 1.0.5.13 (UPnP/1.0 DLNADOC/1.50)
Service Info: OS: Linux; CPE: cpe:/o:linux:linux_kernel




---------------------Starting Full Scan------------------------



PORT      STATE SERVICE
22/tcp    open  ssh
53/tcp    open  domain
80/tcp    open  http
1500/tcp  open  vlsi-lm
32400/tcp open  plex
32469/tcp open  unknown



Making a script scan on extra ports: 32400, 32469



PORT      STATE SERVICE VERSION
32400/tcp open  http    Plex Media Server httpd
| http-auth:
| HTTP/1.1 401 Unauthorized\x0D
|_  Server returned status 401 but no WWW-Authenticate header.
|_http-cors: HEAD GET POST PUT DELETE OPTIONS
|_http-favicon: Plex
|_http-title: Unauthorized
32469/tcp open  upnp    Platinum UPnP 1.0.5.13 (UPnP/1.0 DLNADOC/1.50)

We have port 80 open but when we go to http://10.10.10.48 we get

So configuring /etc/hosts file

we then get the website blocked error

Viewing the request in burpsuite we see that we have a pi.hole running on the samebox

using the dig command which is used to resolve dns queries . We know that we also have a dns service running at port 53

Editing the /etc/hosts file

And now when we ping to pi.hole it resolves to 10.10.10.48

Going to http://pi.hole we get

We have a login page in the pi-hole instance but we don't have the password

We also have ssh port open and if we try the default credentials for the raspberry pi in the ssh

Using the credentials

username : pi

password : raspberry

We successfully log into the system as the user piand we get the user flag

Time for some privilege escalation

running the command sudo -l we find that we can run all commands as root

We get the root shell , but when we try to cat out the root.txt we get

I lost my original root.txt! I think I may have a backup on my USB stick...

It says that it might be on the usb stick

Running the command df -hT we get the disk space used by the file system

Using the command mount we get the permission of the mounted partitions

And we see that we only have read only access to the usbstick , which is enough to get the flag

It says that someone named James deleted the root.txt and there is no way around it , I also tried to find the file in lost&found directory of the usbstick, but no luck

But there may be a way to find the root.txt , actually there are 2

[1] - Using strings strings /dev/sdb

[2] - Using grep grep -a '[a-z0-9]\{32\}' /dev/sdb