Antisyphon Training Anticasts

Antisyphon Training Anticasts

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Antisyphon Training Anticasts episodes

  • Investigating Nix Endpoints for Incident Response - Patterson Cake

    How many endpoint Operating Systems are there?
     
    SPOILER alert – the answer is two!

    🛝 Webcast Slides - 
    https://www.antisyphontraining.com/wp-content/uploads/2026/04/REI-Nix-042026.pdf
     
    Join Patterson Cake, Director of Incident Response at Black Hills Infosec, as he guides through his “rapid endpoint investigations” workflow for the “other” (not Windows) Operating System…*Nix (Linux/Mac).
     
    We’ll learn how to select, acquire, and analyze Linux and Mac investigative artifacts, using Velociraptor offline collector, CatScale, and UAC scripts.
     
    Windows gets a lot of attention and rightfully so!
     
    However, Linux and Mac are part of every enterprise ecosystem and represent a critical attack surface. You need a simple, effective, repeatable plan for investigating these endpoints.

    Chapters

    • (00:00) - Intro - Investigating Nix Endpoints for Incident Response - Patterson Cake
  • (00:31) - April is the cruelest month
  • (02:24) - AGENDA
  • (04:21) - ENDPOINT & IDENTITY
  • (04:59) - ENDPOINT = ?
  • (07:11) - OS = Windows vs Linux vs Mac?
  • (08:48) - Linux “Use Cases”
  • (10:29) - Endpoint Investigations: Linux
  • (12:45) - Rapid Endpoint Investigations: Linux
  • (13:37) - THREAT-ACTOR SOP*
  • (17:15) - ENDPOINT ATTACK SURFACE
  • (18:58) - RAPID TRIAGE WORKFLOW
  • (20:07) - Linux Artifacts
  • (22:14) - COLLECT...PARSE...REDUCE/REFINE
  • (23:22) - COLLECT ARTIFACTS
  • (27:02) - ANALYSIS WORKFLOW
  • (27:49) - OUTPUT REVIEW
  • (32:40) - Other = Mac (Business Desktops 10%)
  • (34:35) - Mac “Threat-Actor SoP”
  • (36:37) - Mac Artifacts
  • (40:07) - Mac UAC Execution
  • (41:55) - Mac Artificats (again)
  • (50:30) - ENDPOINT & IDENTITY - Mac
  • (52:32) - Resources
  • (53:52) - Q&A

  • Credits
    Creators & Guests
    • Patterson Cake - Guest
    • Zach Hill - Host
    • Ryan Poirier - Producer

    • Chat with your fellow attendees in the BHIS Discord server:
      https://discord.gg/bhis
      in the #🔴live-chat channel

      🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
      https://poweredbybhis.com

      Click here to watch a video of this episode.

      Brought to you by:

      Black Hills Information Security 

      https://www.blackhillsinfosec.com


      Antisyphon Training

      https://www.antisyphontraining.com/


      Active Countermeasures

      https://www.activecountermeasures.com


      Wild West Hackin Fest

      https://wildwesthackinfest.com

      Click here to view the episode transcript.

      1 hr 12 min
    • Turn Ideas into Code with GitHub Copilot with Carrie Roberts

      What if you could build tools, automate tasks, and write real code without ever having called yourself a developer?

      Join us for a free one-hour training session with instructor Carrie Roberts, Developer and InfoSec Engineer, as she teaches you how GitHub Copilot is changing what it means to "know how to code" and show you how to put it to work in your browser right now, with no setup required.

      You'll learn how to use Copilot to generate, debug, and refactor code through hands-on demos, including how to assign tasks directly from GitHub without ever opening an editor, so you can start building things that actually work faster than you ever thought possible.

      📚 Train with Carrie Roberts
      https://www.antisyphontraining.com/product/powershell-for-infosec-what-you-need-to-know-with-carrie-roberts/

      Chapters

      • (00:00) - Introduction & What is GitHub Copilot
    • (05:06) - How Copilot Works (Concept + Setup)
    • (11:16) - Prompting Strategies for Better Results
    • (15:38) - Turning Ideas into Code (Workflow)
    • (23:42) - Debugging, Limitations & Security
    • (36:00) - Q&A

    • Credits
      Creators & Guests
      • Ryan Poirier - Producer
      • Carrie Roberts - Guest

      • Chat with your fellow attendees in the BHIS Discord server:
        https://discord.gg/bhis
        in the #🔴live-chat channel

        🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
        https://poweredbybhis.com

        Click here to watch a video of this episode.

        Brought to you by:

        Black Hills Information Security 

        https://www.blackhillsinfosec.com


        Antisyphon Training

        https://www.antisyphontraining.com/


        Active Countermeasures

        https://www.activecountermeasures.com


        Wild West Hackin Fest

        https://wildwesthackinfest.com

        Click here to view the episode transcript.

        1 hr 10 min
      • The Absolute Truths of Cybersecurity with Doc Blackburn

        🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
        https://poweredbybhis.com

        DANGER AHEAD.

        In this bold, no-nonsense talk, instructor Doc Blackburn will reveal the Absolute Truths of Cybersecurity, hard realities that challenge everything you think you know about “being secure.”

        🛝 Webcast Slides - 
        https://www.antisyphontraining.com/wp-content/uploads/2026/04/Absolute-Truths.pdf

        Join us for a free one-hour training session to learn why security isn’t a product, why prevention is a fantasy, why encryption fixes almost nothing, and why your biggest risk might be you.

        You'll learn to see your role differently — not as a gatekeeper, but as a mission-enabler, risk translator, and resilience builder.

        This Anti-Cast isn’t about firewalls or frameworks. It’s a total reset on how we view cybersecurity.
        Chapters

        • (00:00) - Intro - The Absolute Truths of Cybersecurity with Doc Blackburn
      • (03:28) - Vera's Origin Story
      • (08:08) - Learning Security?
      • (09:57) - Security isn’t what you do!
      • (11:06) - 14 Truths of Cybersecurity
      • (12:48) - Truth #1: There is no such thing as security, only varying degrees of insecurity.
      • (15:15) - Truth #2: The network doesn't exist to be secured.
      • (21:18) - Truth #3: When security gets in the way of the mission – Security is wrong, not the mission
      • (22:43) - Truth #4: Prevention is ideal – Detection is a must. Detection without response is useless
      • (28:32) - Truth #5: Security must always be driven by business need
      • (30:53) - Truth #6: Security is a cost center, not a profit center
      • (33:52) - Truth #7: Security is a process… not a product
      • (35:47) - Truth #8: You cannot process encrypted data… EVER
      • (38:31) - Truth #9: All good security is custom-fit Compliance does not equal security
      • (44:17) - Truth #10: In security, the most dangerous thing in the world is what you think you know.
      • (47:02) - Truth #11: You cannot secure what you do not control
      • (49:37) - Truth #12: You cannot prevent what you allow
      • (50:50) - Truth #13: Security is, first and foremost, a people issue
      • (53:13) - Truth #14: Some things cannot be fixed They are simply reality
      • (59:00) - WORKSHOP: How to think like a Cybersecurity Defender

      • Credits
        Creators & Guests
        • Ryan Poirier - Producer
        • Doc Blackburn - Guest
        • Bronwen Aker - Guest
        • Mark Williams - Guest

        • Chat with your fellow attendees in the BHIS Discord server:
          https://discord.gg/bhis
          in the #🔴live-chat channel

          🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
          https://poweredbybhis.com

          Click here to watch a video of this episode.

          Brought to you by:

          Black Hills Information Security 

          https://www.blackhillsinfosec.com


          Antisyphon Training

          https://www.antisyphontraining.com/


          Active Countermeasures

          https://www.activecountermeasures.com


          Wild West Hackin Fest

          https://wildwesthackinfest.com

          Click here to view the episode transcript.

          1 hr 7 min
        • How to Write SOC Tickets That Build Trust and Drive Action w/ Dan Rearden

          What does the ideal SOC ticket look like?

          🛝 Webcast Slides - 
          https://www.antisyphontraining.com/wp-content/uploads/2026/03/How-to-Write-SOC-Tickets-That-Build-Trust-and-Drive-Action.pdf

          Technical skills matter, but clear communication is just as important.

          Join SOC Analyst Dan Rearden for a free one-hour Antisyphon Anti-cast on using soft skills to level up your tickets.

          Learn how to make alerts clear, findings impactful, and documentation useful now and later.

          Chapters

          • (00:00) - Intro- How to Write SOC Tickets That Build Trust and Drive Action - Dan Rearden
        • (01:42) - About Dan Rearden
        • (03:16) - On Call at 2AM...
        • (05:05) - Beyond the Terminal
        • (06:11) - Talking to Humans
        • (09:00) - Reboot Your Vocabulary
        • (14:33) - Plain Text Protocol
        • (19:43) - Peer To Peer
        • (24:33) - The Client Session
        • (25:55) - The Client Session
        • (28:02) - Hotfix today
        • (31:42) - Final System Check
        • (34:21) - Q&A

        • Credits
          Creators & Guests
          • Meagan Bentley - Producer
          • CJ Cox - Guest
          • Ryan Poirier - Producer
          • Dan Rearden (Haircutfish) - Guest

          • Chat with your fellow attendees in the BHIS Discord server:
            https://discord.gg/bhis
            in the #🔴live-chat channel

            🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
            https://poweredbybhis.com

            Click here to watch a video of this episode.

            Brought to you by:

            Black Hills Information Security 

            https://www.blackhillsinfosec.com


            Antisyphon Training

            https://www.antisyphontraining.com/


            Active Countermeasures

            https://www.activecountermeasures.com


            Wild West Hackin Fest

            https://wildwesthackinfest.com

            Click here to view the episode transcript.

            1 hr 2 min
          • Securing the Cloud in the Age of AI with Andrew Krug

            Existential Courage: The Hitchhiker's Guide to Surviving AI in Cloud

            🛝 Webcast Slides -
            https://www.blackhillsinfosec.com/wp-content/uploads/2026/03/SLIDES_The-Hitchhikers-Guide-to-Surviving-AI-in-Cloud.pdf

            Can AI really help secure the cloud, or is it quietly making things worse?

            Join Antisyphon instructor and security researcher Andrew Krug for a free one-hour Anti-cast on what really happens when AI collides with cloud security.

            • Andrew will cut through the hype and look at how LLMs affect IAM, monitoring, governance, and real-world risk.
            • Learn where AI helps, where it hallucinates, and how to defend cloud environments without panic.
            • Expect practical insights, grounded strategy, and a bit of cosmic humor. Bring your towel. Don’t panic.


            Chapters

            • (00:00) - Intro
          • (02:33) - Our trip through the galaxy
          • (03:27) - What kind of literature is the Hitchikerʼs Guide to the Galaxy?
          • (04:18) - Don't Panic
          • (05:07) - The Agentic Revolution
          • (05:45) - Cast of Characters
          • (07:33) - The State of AI in the Enterprise - Deloitte
          • (10:42) - How do teams build agents?
          • (12:00) - What are teams using agents for?
          • (13:06) - Why build on Bedrock + AWS
          • (14:06) - Are we learning? Or not learning?
          • (15:47) - Are you the fixed point in a shifting universe?
          • (16:50) - TL;DR the majority of these are the same threats we have been dealing with
          • (18:05) - Prompt Injection is the new SQL Injection
          • (19:02) - Sandbox Escape
          • (20:09) - Shared Structure: General Software & AI Supply Chains
          • (22:52) - The Bad News
          • (24:18) - Threate Vector Coverage
          • (25:13) - The Expanding Universe of Secrets
          • (28:04) - Hope is not a strategy! But a strategy can give us hope.
          • (28:25) - (Yes we AI-Removed Andrew's Coughs)
          • (29:29) - back to: Hope is not a strategy! But a strategy can give us hope.
          • (30:36) - Plan for maximum risk scenarios
          • (32:52) - Squishy Stuff
          • (34:27) - KIRO
          • (37:00) - Infrastructure and Data Protection
          • (39:00) - Priveledge Escalation Paths – https://pathfinding.cloud
          • (40:47) - The AI Stuff
          • (41:50) - So anyway, here's Firewall
          • (43:23) - OpenTelementry
          • (46:36) - You still have to have logs
          • (48:11) - MCP
          • (49:11) - Learn more from Andrew in: Securing the Cloud Foundations
          • (50:12) - Post Show Q&A

          • Credits
            Creators & Guests
            • Andrew Krug - Guest
            • Jason Blanchard - Host
            • Deb Wigley - Host

            • Chat with your fellow attendees in the BHIS Discord server:
              https://discord.gg/bhis
              in the #🔴live-chat channel

              🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
              https://poweredbybhis.com

              Click here to watch a video of this episode.

              Brought to you by:

              Black Hills Information Security 

              https://www.blackhillsinfosec.com


              Antisyphon Training

              https://www.antisyphontraining.com/


              Active Countermeasures

              https://www.activecountermeasures.com


              Wild West Hackin Fest

              https://wildwesthackinfest.com

              Click here to view the episode transcript.

              59 min
            • How to Detect Malicious Remote Workers w/ James McQuiggan

              Summary
              Could a nation-state threat actor get hired and stay invisible to your SOC?

              🛝Webcast Slides-
              https://www.blackhillsinfosec.com/wp-content/uploads/2026/03/SLIDES_2026-03-11-AntiSyphon-DPRK-Hiring.pdf

              Join us for a free one-hour training session with James McQuiggan, CISSP and Advisory CISO, as he teaches you the full lifecycle of North Korea’s AI-enabled IT worker operation, from AI-generated identities and U.S.-based laptop farms to the data theft and extortion that follow once they’re inside.

              You’ll learn a practical detection and hunting playbook covering behavioral anomalies, identity red flags, and post-hire SOC indicators that catch what background checks miss.

              If your SOC isn’t hunting for threats that were hired legitimately, this Antisyphon Anti-cast will change that.


              Chapters

              • (00:00) - Intro – How to Detect Malicious Remote Workers - James McQuiggan
            • (01:06) - DPRK Solution – Did you Hire a North Korean?
            • (02:24) - But Really, Did We Just Hire a North Korean?
            • (04:20) - How comfortable are you to spot deepfakes?
            • (05:35) - Who is James R. McQuiggan
            • (07:31) - Webcast Agenda
            • (09:25) - Overview - North Korea Situation
            • (11:45) - DRPK Education
            • (14:20) - The Ultimate Inside Threat – DPRK Job Opps
            • (16:06) - Attacker's Playbook — Contagious Interview / WageMole Campaigns
            • (17:36) - Investigations – Crowdstrike / Okta / Unit 42
            • (19:03) - How Identities Are Built – AI Images
            • (20:54) - GenAI Resumes
            • (23:28) - Stateside Assistance
            • (25:12) - Face Swap / Voice Cloning & Webcams ➜ LIVE Deepfakes
            • (25:38) - AI Face Swap Demo
            • (29:44) - Video Camera Real time Video Deepfake Face Swap Interview
            • (30:32) - KnowBe4 Use Case – July 2024
            • (34:07) - Legal Impact
            • (35:31) - Companies Infiltrated — The Numbers
            • (36:00) - North Korean Farmers Arrested
            • (40:12) - SOC Playbook – Deepfake Dashboard
            • (40:42) - 12 Best AI Deepfake Detector Tools
            • (41:43) - Detecting VOIP Numbers & Identity
            • (42:50) - SOC Telemetry
            • (45:06) - Hiring Flags
            • (45:57) - HR – Hiring Tips
            • (48:13) - Human Risk – AI First Ready Security Team
            • (50:15) - Wrap Up and Q&A
            • (54:28) - James' Survey QR Code

            • Credits
              Creators & Guests
              • Deb Wigley - Host
              • Jason Blanchard - Host
              • James McQuiggan - Guest

              • Chat with your fellow attendees in the BHIS Discord server:
                https://discord.gg/bhis
                in the #🔴live-chat channel

                🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
                https://poweredbybhis.com

                Click here to watch a video of this episode.

                Brought to you by:

                Black Hills Information Security 

                https://www.blackhillsinfosec.com


                Antisyphon Training

                https://www.antisyphontraining.com/


                Active Countermeasures

                https://www.activecountermeasures.com


                Wild West Hackin Fest

                https://wildwesthackinfest.com

                Click here to view the episode transcript.

                1 hr
              • Preparing IR for AI Incidents with Gerard Johansen

                Is your Incident Response plan AI ready?

                Join us for a free one-hour training session with incident management expert and instructor Gerard Johansen, where he'll teach how to adapt your Incident Response plan to AI-related risks and threats.

                You’ll learn how AI incidents actually happen and how to respond to them.

                Gerard will also cover what to include in your incident response plan so you’re prepared as your organization adopts AI.

                🛝 Webcast Slides
                https://www.blackhillsinfosec.com/wp-content/uploads/2026/03/SLIDES_Antisyphon-Anti-Cast-IR-in-AI.pdf

                Chapters

                • (00:00) - Intro
              • (02:22) - Who is Gerard Johansen
              • (02:59) - Webcast Agenda
              • (04:47) - Our Guardrails
              • (07:25) - Challenges in AI Incident Response
              • (09:37) - Artificial Intelligence Hype
              • (10:35) - Our Assets Column
              • (11:48) - History doesn’t repeat, it rhymes.
              • (14:58) - Classification Model
              • (16:57) - Threat Actor Use
              • (18:29) - Threat Actor - Case Studies
              • (19:50) - Key Points to Consider
              • (21:29) - GenAI Targeting
              • (22:10) - GenAI Targeting - Case Studies
              • (22:51) - [more] Key Points to Consider
              • (24:22) - Internally Generated AI Incident
              • (25:51) - Internally Generated - Case Studies
              • (26:49) - [even more] Key Points to Consider
              • (28:58) - AI Readiness Planning - Key Assumptions
              • (29:55) - AI Readiness Planning
              • (30:35) - Establish a clear and concise definition
              • (32:08) - Establish Incident Criteria
              • (34:13) - Rework Existing Processes
              • (36:15) - Tie in Additional Stakeholders
              • (37:33) - Information Sharing
              • (41:02) - AI Incident Premortem
              • (44:02) - Continuously Review
              • (46:02) - Hypothesize, Test & Improve
              • (48:12) - Key Points for the plan
              • (50:36) - Sumamry
              • (51:52) - Questions & Discussion

              • Creators & Guests
                • Gerard Johansen - Guest
                • Deb Wigley - Host
                • Jason Blanchard - Host
                • Meagan Bentley - Producer
                • Chat with your fellow attendees in the BHIS Discord server:
                  https://discord.gg/bhis
                  in the #🔴live-chat channel

                  🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
                  https://poweredbybhis.com

                  Click here to watch a video of this episode.

                  Brought to you by:

                  Black Hills Information Security 

                  https://www.blackhillsinfosec.com


                  Antisyphon Training

                  https://www.antisyphontraining.com/


                  Active Countermeasures

                  https://www.activecountermeasures.com


                  Wild West Hackin Fest

                  https://wildwesthackinfest.com

                  Click here to view the episode transcript.

                  1 hr 11 min
                • Red Teaming AI: OWASP LLM Top 10 with Brian and Derek

                  Summary
                  Are you currently testing your AI systems the same way you test traditional apps?

                  🛝 Webcast Slides
                  https://www.antisyphontraining.com/wp-content/uploads/2026/02/AI-LLM-Red-Teaming.pdf

                  Join AI researchers Brian Fehrman and Derek Banks for a free one-hour training session that breaks down the OWASP Top 10 AI-LLM risks clearly and practically.

                  You’ll learn in this Antisyphon Anti-cast how LLM security issues show up in real systems, how attackers test them, and what to focus on to secure AI applications with a practical, security-first mindset.


                  Chapters

                  • (00:00) - Intro
                • (00:58) - Webcast Agenda
                • (02:10) - Workshop: Hacking AI-LLM Applications
                • (02:38) - Training: Attacking, Defending, and Leveraging AI-LLM Systems
                • (03:00) - BHIS AI Security Assessments
                • (03:13) - AI Security Ops Podcast
                • (03:45) - LLM Security Introduction
                • (05:46) - Foundation Model Training
                • (09:24) - Chatbot
                • (14:47) - AI Agents
                • (17:45) - LLM Safety Versus Security
                • (23:43) - OWASP Top 10 for LLM Applications
                • (24:22) - – Prompt Injection
                • (29:00) - – Sensitive Information Disclosure
                • (32:35) - – Supply Chain
                • (36:51) - – Data and Model Poisoning
                • (40:07) - – Improper Output Handling
                • (41:40) - – Exessive Agency
                • (43:36) - – System Prompt Leakage
                • (45:06) - – Vector and Embedding Weaknesses
                • (46:38) - – Misinformation
                • (49:34) - – Unbounded Consumption
                • (51:59) - Red Team Methodology
                • (52:55) - Threat Modeling an LLM App
                • (54:30) - Defense-in-Depth for LLM Apps
                • (55:38) - Red Team Tools & Frameworks
                • (56:20) - Key Takeaways
                • (01:00:23) - Q&A

                • Creators & Guests
                  • Brian Fehrman - Guest
                  • Zach Hill - Host
                  • Derek Banks - Guest
                  • Meagan Bentley - Producer
                  • Chat with your fellow attendees in the BHIS Discord server:
                    https://discord.gg/bhis
                    in the #🔴live-chat channel

                    🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
                    https://poweredbybhis.com

                    ✏️ Training with Brian and Derek:
                    >Workshop: Hacking AI-LLM Applications
                    >Attacking, Defending, and Leveraging AI-LLM Systems

                    Click here to watch this episode on YouTube.

                    Brought to you by:

                    Black Hills Information Security 

                    https://www.blackhillsinfosec.com


                    Antisyphon Training

                    https://www.antisyphontraining.com/


                    Active Countermeasures

                    https://www.activecountermeasures.com


                    Wild West Hackin Fest

                    https://wildwesthackinfest.com

                    Click here to view the episode transcript.

                    1 hr 7 min
                  • Adapting to Active Directory Security Enhancements with Eric Kuehn

                    Summary
                    Are your go-to Active Directory attacks quietly failing without you noticing?

                    Join Eric Kuehn, Principal Security Consultant at Secure Ideas, for a free one-hour training session that takes a deep dive into the security enhancements Microsoft has introduced to Active Directory over the past few years and how they are reshaping the way penetration testers and defenders operate.

                    You’ll learn how long-reliable attack paths now break, how successful attacks may leave new and unexpected traces, and what these changes mean for staying stealthy during an engagement.

                    Eric will teach you the latest AD hardening features, the new detection opportunities they create, and the practical changes testers and defenders can make to improve their tradecraft right away.

                    Chapters

                    • (00:00) - Intro
                  • (01:18) - I am Eric Kuehn
                  • (05:32) - “Recent” Change Timeline
                  • (09:03) - 2026 And Beyond
                  • (13:23) - NTLM Finally Going Away
                  • (19:17) - Kerberos PAC Signatures
                  • (23:12) - What Does It Mean to Us?
                  • (25:07) - Certificate-Based Authentication
                  • (29:35) - Non-Security Events for PAC and Certificate Issues
                  • (30:56) - Certificate Services Audit Events
                  • (32:00) - Kerberos Enhancements
                  • (35:07) - In Summary
                  • (37:48) - Demo Time
                  • (49:14) - Q&A

                  • Credits
                    Creators & Guests
                    • Zach Hill - Host
                    • Eric Kuehn - Guest
                    • Meagan Bentley - Producer
                    • Jennifer Shannon - Guest

                    • Chat with your fellow attendees in the BHIS Discord server:
                      https://discord.gg/bhis
                      in the #🔴live-chat channel

                      🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits –
                      https://poweredbybhis.com

                      Click here to watch a video of this episode.

                      Brought to you by:

                      Black Hills Information Security 

                      https://www.blackhillsinfosec.com


                      Antisyphon Training

                      https://www.antisyphontraining.com/


                      Active Countermeasures

                      https://www.activecountermeasures.com


                      Wild West Hackin Fest

                      https://wildwesthackinfest.com

                      Click here to view the episode transcript.

                      1 hr 1 min
                    • How to Strengthen M365 Exchange Online Configurations with Kevin Klingbile

                      Summary
                      When was the last time you reviewed the security of your mail flow rules?

                      Join instructor Kevin Klingbile to learn how attackers exploit weak mail flow rules and how to stop them.

                      Kevin will teach you through real-world examples of rule bypasses, show you how to spot risky configurations, and teach practical steps to secure your email environment.

                      In this free one-hour Antisyphon Anti-cast, you'll strengthen your defenses and make sure your mail flow rules aren’t the next easy target.

                      🛝 Webcast Slides:
                      https://www.antisyphontraining.com/wp-content/uploads/2026/02/strengthen-m365-configs-kevin-klingbile.pdf

                      ✏️ Antisyphon Training with Kevin:
                      https://www.antisyphontraining.com/product/defending-m365-azure-with-kevin-klingbile/

                      Chapters

                      • (00:00) - Intro – How to Strengthen M365 Exchange Online Configurations with Kevin Klingbile
                    • (01:01) - Excahnge Online
                    • (03:36) - Exchange Mail Flow Rules
                    • (04:09) - Rule Requirements - Conditions
                    • (08:25) - Rule Settings
                    • (12:04) - Rule Flow
                    • (18:23) - Creating “Good” Rules
                    • (25:11) - Rule Example - Conditions vs Description
                    • (28:18) - Rule Function - Message Sent to Organization
                    • (29:28) - Reply to email chain and...
                    • (30:45) - Microsoft’s Solution! (Sort of)
                    • (31:59) - Mail Rule vs Disclaimer
                    • (32:09) - Modify Original Rule
                    • (32:52) - New message “Bypassing” Subject Rule
                    • (34:52) - Common Rule Issues
                    • (41:33) - Phishing Products
                    • (42:28) - X-Header Bypass Examples
                    • (42:42) - X-Header Example - 2
                    • (43:35) - Direct Send
                    • (45:39) - Direct Send - Transport Rules
                    • (46:41) - Disable Direct Send**
                    • (47:47) - DMARC
                    • (48:15) - Securing Exchange Online
                    • (48:48) - Q&A Start
                    • (57:35) - Other Antisyphon Events
                    • (01:05:24) - Final Thoughts

                    • Creators & Guests
                      • Zach Hill - Host
                      • Meagan Bentley - Producer
                      • CJ Cox - Guest
                      • Kevin Klingbile - Guest

                      • Chat with your fellow attendees in the BHIS Discord server:
                        https://discord.gg/bhis
                        in the #🔴live-chat channel

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                        Brought to you by:

                        Black Hills Information Security 

                        https://www.blackhillsinfosec.com


                        Antisyphon Training

                        https://www.antisyphontraining.com/


                        Active Countermeasures

                        https://www.activecountermeasures.com


                        Wild West Hackin Fest

                        https://wildwesthackinfest.com

                        Click here to view the episode transcript.

                        1 hr 6 min

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