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Proxy-Aware Payload Testing

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TL;DR - I get told that I am too wordy, so if you want the summary, here are some steps to setup a virtual testing environment to test payloads to see if they can handle HTTP(S) proxies and if so, can they authenticate properly through them as well. This post will cover the proxy setup without authentication since that is the easier part, and I will do a second post shortly to hack together the authentication portion of it. Skip down to the actual setup here if you wanted to skip the fluff. Introduction: There have been times in my red teaming and pentesting experience that I have run into networks where direct outbound traffic to the internet (or in some cases out of the subnet) is completely restricted. When I say direct, I mean that all DNS traffic first goes to an internal DNS server, all web traffic goes through an internal proxy, email to an internal SMTP/IMAP server, etc. From the client workstation to any internet IP address is dropped for TCP, UDP, and ICMP.
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Executing Macros From a DOCX With Remote Template Injection

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The What: In this post, I want to talk about and show off a code execution method which was shown to me a little while back. This method allows one to create a DOCX document which will load up and allow a user to execute macros using a remote DOTM template file. This attack has been seen in the wild, is partially included in open-source offensive security tools , as has been blogged about by Cisco Talos , but in the blog post and the open-source tool, it is only seen as a credential stealing attack typically over the SMB protocol. This blog post will detail how to use this method to download a macro-enabled template over HTTP(S) in a proxy-aware method into a DOCX document. The Why: The benefit of this attack versus a traditional macro enabled document is multidimensional. When executing a phishing attack against a target, you able to attach the .docx directly to the email and you are very unlikely to get blocked based on the file extension. Many organizations block .doc or .do
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One Click to Compromise -- Fun With ClickOnce Deployment Manifests

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Note: I submitted a report to MSRC regarding the hash-disclosure vulnerability associated with ClickOnce deployment manifests. After review I got a response back earlier in July where it was noted that the vulnerability did not meet the bar for immediate servicing and was given the green light to disclose. Edit 9/22:  MS has remediated the NTLM-disclosure part of this issue as of KB4576630 https://support.microsoft.com/en-us/help/4576630/kb4576630   However, this method will still work as a delivery mechanism for stage-0 payloads. TL;DR ClickOnce Deployment Manifests are a relatively unknown way to both get an initial payload into an environment as well as remotely retrieve NTLM challenge-response hashes over HTTP.  Hash retrieval occurs on initial file open (before any warnings pop) meaning that even if the user opts to close out on the warning, we still have a hash we can attempt to crack.   IE also has some interesting interactions with these files and will automatically execute
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