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Subject: Security Operations / Tools clear filter
Thursday, September 10
 

8:00am CDT

Exploring AI Visibility: Shedding Light on Shadow AI, Attack Surface, Telemetry, and LLM Proxies
LIMITED
Thursday September 10, 2026 8:00am - Friday September 11, 2026 5:00pm CDT
Limited Capacity seats available
With the explosive adoption of AI agents, corporate networks are experiencing a massive influx of programmatic and shadow AI usage. Unfortunately, default audit capabilities provided by major AI vendors are notoriously sparse, leaving defenders with little to no visibility. Many providers only organize logging in a "billing forward" manner rather than focusing on cybersecurity. 


This 2-day, hands-on training workshop equips security teams with the practical skills needed to detect, audit, and secure AI usage within their environments. Attendees will learn how to identify shadow AI usage from existing network and endpoint logs (such as Zeek and Sysmon) without needing increased vendor visibility. Because AI tooling is ultimately just software, we will also explore how these tools can introduce vulnerabilities, such as unauthenticated servers allowing local execution.


Furthermore, the course will move beyond basic logs to explore advanced visibility techniques. Attendees will learn how to use OpenTelemetry to extract detailed insights from major AI providers that support it, and how to deploy LLM proxies to actively intercept and inspect AI activity and tool calls. Finally, we will dive deep into the Model Context Protocol (MCP), a protocol specifying how AI apps integrate with external tools, and demonstrate the severe risks of malicious integrations via the "Evil MCP" vector.

Prerequisites: Linux terminal or powershell
Trainers
avatar for Corey Thuen

Corey Thuen

Founder, Gravwell
Corey Thuen is the CEO and Co-Founder of Gravwell, an analytics platform built for massive-scale security telemetry. With over a decade of experience across IT, IoT, and ICS/OT security, he brings a unique, attacker-informed perspective to cyber defense. Previously, Corey was a vulnerability... Read More →
Thursday September 10, 2026 8:00am - Friday September 11, 2026 5:00pm CDT
Microsoft Technology Center (Aon Center)
 
Saturday, September 12
 

10:30am CDT

AI Failures in IR: A Field Guide to Filling the Gaps
Saturday September 12, 2026 10:30am - 11:30am CDT
Every security vendor is shipping AI. Every IR team is under pressure to adopt it. And in the middle of a real incident, the gap between what AI promises and what it actually delivers becomes very concrete, very fast.


This talk is a field guide to that gap. Drawing on experience as an incident responder on T-Mobile's CIRT during Salt Typhoon and on the builder side developing AI tooling for IR, I'll walk through the specific ways AI underperforms when a breach is unfolding — hallucinated IOCs and timestamps, confident wrong answers, first-hypothesis lock-in, bias toward threat explanations over innocuous ones, lost evidence chains, context windows that collapse on real forensic data, and agents that can take down your SIEM because nobody throttled them.


For each failure mode, we'll cover why it happens, how to recognize it in tools you're evaluating or already running, and what mitigations actually hold up under incident pressure. Attendees will leave with a taxonomy of AI failure modes in IR, a set of sharp questions to ask any vendor (or internal build team) claiming to solve them, recommendations for how to solve them, and a clearer picture of how AI can augment responders versus where it quietly creates new risks.
Speakers
avatar for Alex Thomson

Alex Thomson

Incident Response Specialist, Spacewalk.ai
Alex has over 30 years of professional experience in cybersecurity, including building and leading SOCs and other secops teams. Most recently, he served on T-Mobile's CIRT — including during the Salt Typhoon intrusion — before joining Spacewalk, where for the past 1.5 years he's... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

Defending the Credential Reset Process
Saturday September 12, 2026 10:30am - 11:30am CDT
Some of the most noteworthy cybersecurity incidents that have occurred in the past 5 years have involved attacks on the credential lifecycle. Credentials are targeted by threat actors when they are initially issued at employee onboarding, when they are used everyday to login, and when they are lost and need to be reset. According to Microsoft’s 2025 Digital Defense Report, credential based attacks were the initial access vector used in 80% of attacks by access brokers. 


One of the most well known credential related incidents targeted MGM and Caesar’s Casinos in the summer of 2023. To target MGM, the criminals reportedly identified employee profiles on Linkedin, and learned enough about one employee in particular to call up MGM’s IT Helpdesk and successfully convince them to reset that person’s multi-factor authentication. These attacks prompted many organizations to take a closer look at how they handle credential reset.


One of the drivers behind these attacks is the increasing popularity of remote work. It is no longer reasonable in many cases to tell employees to just “drop by the office” if they loose access to the network. Organizations need ways to validate the identity of people remotely, and this is a lot harder than it sounds. SIM swapping, deepfakes, and breach data provide lots of ways to overcome various controls that organizations are trying to put in place. 


This talk will dissect the credential lifecycle and describe different attacks that target it and controls that can be put in place. We will focus specifically on credential reset workflows and show how attackers can subvert different countermeasures. We’ll then discuss how organizations can leverage what they know about their own employees to build robust defenses against these kinds of attacks.
Speakers
avatar for Tom Cross

Tom Cross

Head of Threat Research, GetReal Security
Tom Cross is the Head of Threat Research at GetReal Security, where he tracks threat actors and attack activity involving deepfake social engineering and impersonation. His career in cybersecurity has spanned three decades, and numerous roles, including CoFounder and CTO of Drawbridge... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

email.telemetry.normalized: Detection Engineering Beyond the Inbox in Healthcare
Saturday September 12, 2026 10:30am - 11:30am CDT
Email continues to be the most common initial access vector in healthcare environments, yet many organizations still rely primarily on email security gateways for detection and protection. While gateways provide an important first layer of defense, they often create visibility gaps once messages reach user inboxes. Attackers routinely exploit these gaps through techniques such as executive impersonation, credential harvesting, and business email compromise (BEC).


This session explores how extending email security beyond the inbox can significantly improve detection and response capabilities in healthcare environments. Based on real-world operational experience, the talk focuses on integrating third-party email security telemetry into a centralized SIEM using custom connectors and normalized log pipelines. By ingesting and analyzing this telemetry alongside other security signals, defenders gain deeper visibility into attacker behavior that may otherwise go unnoticed.


Healthcare environments present unique challenges compared to other industries. Clinical workflows, external vendor communication, patient interactions, and regulatory requirements often limit how aggressively organizations can block or restrict email activity. These constraints create opportunities for attackers who understand how healthcare communication patterns differ from traditional enterprise environments. This talk highlights several real-world attack scenarios observed in healthcare networks, including executive impersonation attempts targeting leadership staff and phishing campaigns leveraging newly registered domains or fake authentication portals.


Attendees will see how detection engineering techniques can be applied to email telemetry once it is normalized within a SIEM. Instead of relying solely on static gateway signatures, defenders can build behavioral detections based on patterns such as suspicious sender reputation, missing email authentication controls (DMARC, DKIM, SPF), domain anomalies, and abnormal message characteristics. Lightweight Sigma-style logic will be used to illustrate how these detection patterns can be implemented in a platform-agnostic way.


Beyond detection, the session will also demonstrate how SOAR workflows integrated with SIEM detections can automate investigation and response actions. Automated enrichment, alert triage, domain blocking, and credential reset workflows can significantly reduce analyst fatigue while improving response speed and consistency in high-volume healthcare environments.


This talk is grounded entirely in real-world incidents and production security operations rather than theoretical frameworks or vendor marketing. The goal is to provide practical guidance on how healthcare defenders can implement a defense-in-depth strategy for email security by combining gateway protections, SIEM-based detection engineering, and automated response workflows.


Attendees will leave with actionable ideas for improving email visibility, building stronger detection logic, and operationalizing email telemetry to better defend healthcare environments against modern phishing and impersonation attacks.
Speakers
avatar for Akash Parasumanna Sridhar

Akash Parasumanna Sridhar

Security Engineer, Campbell Clinic
Akash Parasumanna Sridhar is a cybersecurity professional working in healthcare environments, specializing in detection engineering, incident response, and security automation. He has hands-on experience designing SIEM-driven detections, integrating third-party security telemetry... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA

10:30am CDT

Finding SOCKS with ProxyWatch
Saturday September 12, 2026 10:30am - 11:30am CDT
Attackers increasingly use SOCKS proxies on intrusions to pivot through compromised networks and to keep their tools away from EDR. C2 frameworks like Sliver, Cobalt Strike, and Mythic make it simple to turn one callback into a gateway for the entire network. 


As defenders, we looked at existing guidance to find SOCKS proxies and found detections too narrowly focused on specific tools, or advice too difficult to implement for every possible technique an attacker could run through SOCKS. We looked at how to identify behaviors when a process acts as a SOCKS proxy, from endpoint and network telemetry, and created ProxyWatch, a tool to find SOCKS. This talk will cover our research process into how SOCKS works, why attackers choose to use SOCKS, ways to potentially identify SOCKS behaviors in your data, and introduce ProxyWatch as a tool that implements the signals we found. 


If you’re a defender, detection engineer, incident responder, or anyone curious about how these attacks work, we invite you to join in and learn how ProxyWatch can help you find SOCKS proxies.
Speakers
avatar for Brian Reitz

Brian Reitz

SpecterOps
Brian Reitz is a consultant for SpecterOps for the Adversary Detection team, working on detection engineering for a variety of clients. He previously worked in detection and response in healthcare, and pentesting, red team, and defensive work for public-sector and commercial clie... Read More →
avatar for John Wotton

John Wotton

Consultant, SpecterOps
John Wotton is a Consultant at SpecterOps specializing in adversary simulation, Active Directory, Physical Security, and EDR evasion. He focuses on custom tooling, offensive and defensive research, and helping organizations defend against advance persistent threats.
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

From Logs to Logic: Building Detections That Don’t Suck
Saturday September 12, 2026 10:30am - 11:30am CDT
Most security teams have no shortage of logs, yet turning that data into reliable detections is a different problem entirely.

In reality, detection efforts often fall apart because of messy data, vague assumptions, and a haphazard approach to building and maintaining them. The outcome is all too familiar: overwhelmed analysts tuning out alerts, threats slipping through the cracks, and detections that look impressive in presentations but crumble under real-world pressure.


This presentation pulls back the curtain on how detection engineering actually works in the trenches. We'll start with raw telemetry data and walk through the process of translating attacker behavior into testable hypotheses, then converting those hypotheses into detection logic that gets refined through ongoing feedback.


I'll introduce a practical lifecycle for detection engineering, covering research, hypothesis development, creation, validation, deployment, and tuning. This structured approach ensures that detections aren't just built once and forgotten, but evolve alongside the threats they're designed to catch.


Finally, we'll bridge detection engineering with threat hunting and broader cyber operations. You'll walk away with a straightforward framework for building detections that are not just technically sound, but genuinely useful when it matters most.
Speakers
avatar for Kyle Barboza

Kyle Barboza

Senior Threat Informed Defense Engineer, Financial Services Company
Kyle is a detection engineer and cyber operations leader focused on turning raw telemetry into actionable defense. He specializes in threat detection, incident response, and building scalable detection programs using automation and detection-as-code principles.With experience leading... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA

10:30am CDT

MDR: From Vendor Shortlist to Security Partnership
Saturday September 12, 2026 10:30am - 11:30am CDT
In a saturated market, how can CISOs move past monitoring volume to evaluate Managed Detection and Response (MDR) providers based on their true ability to reduce exposure and drive proactive risk reduction?


How do you build a practical evaluation framework that balances technical visibility and response capability with commercial clarity and long-term consolidation potential?


What does is the difference between a provider that wins a contract, and a partner that actually strengthens resilience before, during, and after a crisis?
Speakers
avatar for Alan Simpson

Alan Simpson

Field CISO, Rapid7
Alan Simpson is Field CISO for the UK and Ireland at Rapid7, advising CISOs and senior leaders on cyber risk, resilience, and security strategy that supports business outcomes. Before joining Rapid7, he served as Global Security Operations Manager and Acting CISO at Keyloop, where... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

Paving the Road for AI-Driven Security Teams
Saturday September 12, 2026 10:30am - 11:30am CDT
We are not a traditional SOC. Notion’s Detection and Response Team (DART) is a small group of engineers and incident responders. We build the systems our own team runs on, and we own them end to end.
AI changed how we work. Our answer has been to pave the road for agentic security work: an internal platform of harnesses, CLI tools, review steps, and guardrails that makes AI workflows predictable enough to run during a real incident, and safe enough for other security teams to build on top of.
We will cover three things:
  1. Setting up AI agents for triage and investigations in a way we actually trust
  2. The boring stuff that makes it work. Harnesses, CLI tools, and review steps so agent runs are repeatable and we can actually check what happened
  3. What that paved road unlocks, using security automations as the example. DART owns and runs the platform, so other security teams can ship new automations on top of it without having to learn the underlying infra
You’ll leave with the guardrails we actually use, patterns for making agent workflows deterministic, and the lessons we picked up scaling our automation and observability work.
Speakers
avatar for Joakim Pedersen

Joakim Pedersen

Detection and Response Engineer, Notion
Joakim is a Detection and Response engineer at Notion, focusing on detection engineering, incident response, and observability. With a background in offensive security, he brings an attacker mindset to defending cloud infrastructure at a global scale.
avatar for Britton Hayes

Britton Hayes

Detection and Response Engineer, Notion
Britton is a detection and response engineer building tools to keep security simple. Currently at Notion focusing on incident response, security automation, and detection engineering. Previously, he architected observability pipelines at Fortune 500 scale and secured Kubernetes infrastructure... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

Purple Testing Is Not Enough — Why CTEM Is the Missing Layer
Saturday September 12, 2026 10:30am - 11:30am CDT
Session Description (Abstract)
Purple testing is powerful.
It helps us validate detections, simulate attacker behavior, and expose where our defenses break. It gives us truth about our controls.
But there’s a problem.
Most teams stop at validation.
We test.
 We validate.
 We generate findings.
And then… we move on.
The same gaps show up again later—not because we didn’t find them, but because we didn’t ensure they were actually fixed. Over time, this creates what I call “validation theater”—a cycle where teams continuously prove weaknesses without reducing real exposure.
From an attacker’s perspective, that’s not a weakness.
 It’s reliability.
This talk focuses on closing that gap.
Drawing from 12 years of incident response experience and 6 years running continuous validation programs, I’ll show how to move from “we tested it” to “we fixed it—and proved it stays fixed.”
We’ll break down where purple testing delivers value—and where it falls short—and introduce Continuous Threat Exposure Management (CTEM) as the missing operational layer that connects validation to ownership, prioritization, and remediation.
Attendees will learn how to operationalize a practical CTEM loop:
 Scoping → Discovery → Prioritization → Validation → Mobilization
And more importantly, how to:
  • Assign clear ownership across teams
  • Prioritize remediation based on real risk
  • Build a repeatable process for closing gaps
  • Measure whether exposure is actually decreasing over time
This session is designed for blue team practitioners, detection engineers, and security leaders who want a practical, actionable approach to improving security effectiveness.
Because testing is not protection.
 Detection is not protection.
 Closure is.
It’s about building a repeatable system that ensures what you find… actually gets fixed.
Because if the same gaps keep coming back—so will attackers.
 
Speakers
avatar for Irina Dimitrov (Loktionova)

Irina Dimitrov (Loktionova)

Irina Dimitrov (Loktionova) is a cybersecurity professional with over a decade of hands-on experience in incident response and security operations. For 12 years, she worked on the front lines, responding to real-world attacks and seeing firsthand where security controls succeed—and... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

Same Network, Different Worlds: Bridging the IT Ops and SOC Divide
Saturday September 12, 2026 10:30am - 11:30am CDT
A temporary service account with Domain Admin rights gets created at 11 PM to patch a legacy application. The sysadmin logs off and forgets about it. The SOC sees the account creation, flags it as authorized admin activity, and moves on. Three weeks later, that account becomes an attacker's persistence mechanism. Nobody did anything wrong. And that is exactly the problem.
IT operations and security teams share the same network but operate in fundamentally different worlds. Sysadmins speak the language of uptime, change windows, and ticket queues. SOC analysts speak the language of alerts, TTPs, and kill chains. Both teams assume the other has visibility into what is happening, and both teams are wrong. The result is a gap that does not show up in any audit report but lives quietly in every environment: misattributed alerts, forgotten service accounts, unclaimed security tasks, and legitimate admin activity that looks completely indistinguishable from an attacker who already knows your environment inside and out.
Most organizations try to solve this with better documentation, cleaner org charts, and the occasional cross team meeting. It does not work. The gap is not a process problem. It is a knowledge problem. Security analysts often do not know enough about how systems are actually administered day to day to separate noise from signal. Sysadmins often have no idea how their routine tasks appear inside a SIEM and have even less awareness of the quiet risk they are generating while doing everything by the book.
This session is built on a premise that is easy to understand but rarely acted on: the person best positioned to bridge that gap is someone who has stood on both sides of it. Drawing from hands on experience managing and securing environments across multiple client organizations at an MSSP, this talk translates the operational realities of IT administration into the detection focused language of the SOC and does the same in reverse. No theory. No vendor pitch. Just an honest look at how two teams who are supposed to be working together keep accidentally working against each other.
Attendees will work through real world scenarios that are very common between companies and industries. They will experience each scenario from the IT ops side and the SOC side to understand what happens. The audience will leave with a practical communication framework they can bring back to their organization before the next incident forces the conversation anyway. 
Whether there is a junior analyst trying understand the authenticity of alerts or a systems engineer who has never thought of how routine tasks look like from a SOC lens, this session will be inclusive of all.
Speakers
avatar for Sameer Singhal

Sameer Singhal

System Engineer II, EXOS
Sameer bridges the critical gap between infrastructure engineering and security operations. He holds a bachelor's degree in Cybersecurity from Purdue University and is currently a Systems Engineer II working his way towards a Cybersecurity Analyst I position at an MSSP, where he supports... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

Slaying the Sprawl: A Hero’s Guide to Building (or Re-Forging) a Cloud Security Program Without a 20-Person Guild
Saturday September 12, 2026 10:30am - 11:30am CDT
Whether you are standing before a pristine, untouched Cloud Kingdom or inherited a crumbling fortress held together by "Native Tooling" duct tape and hope, the quest remains the same: How do you defend the realm without hiring an army you can’t afford? 


In this 40-minute campaign, we aren’t just looking at the map, we’re looking at the scars. Building a cloud security program from scratch is one thing; evolving an established one while the dragons are already circling is another. Drawing from real-world lessons learned in the DevOps trenches, this session explores the "Day 0" decisions and the "Year 2" regrets of choosing between Native Security Tooling and a unified CNAPP.


We’ll sit around the tavern table to discuss the hard-won truths of cloud defense:


- The "Free" Sword’s Hidden Cost: Real-life tales of how "built-in" tools led to siloed alerts, requiring a 20-person "manual correlation guild" just to find a single critical risk.
- Re-Forging the Armor: For those with established programs—how to transition from a "Franken-stack" of point tools to a unified platform without breaking the kingdom’s production.
- The "Agentless" Treaty: Lessons learned from the "Agent Wars." How moving to agentless visibility (the Rogue's Cloak) saved our DevOps relationships and gave us 100% visibility in hours, not months.
- The Multi-Cloud Map: Navigating the treacherous terrain of AWS, Azure, and beyond without losing your mind or your budget to "Console Swapping" fatigue.


Whether you are a Solo Adventurer starting a new program or a War-Weary Veteran trying to consolidate a sprawling one, you’ll leave with a battle-tested blueprint for a security program that scales with your magic, not your headcount, HUZZAH!
Speakers
avatar for Steve Turner

Steve Turner

Cloud Security Architect, Zelis Healthcare
Steve leads cloud security at Zelis Healthcare. He started his career through the trial by fire that is MSP life. He pivoted to securing everything from waste facilities and transportation infrastructure to huge financial services organizations and even mixed in some industry analysis... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA

10:30am CDT

The Contextualization Gap: Why Your SOC Has the Data But Not the Story
Saturday September 12, 2026 10:30am - 11:30am CDT
Security operations teams are not losing ground because they lack tools. They are losing ground because they have accumulated too many tools, each addressing a specific threat, each generating its own telemetry, with no architecture capable of connecting that data into a coherent, actionable picture of what is happening in the environment. The result is a team simultaneously overwhelmed by data and operationally blind to the threats moving through it. This is true for internal SOC teams and for MSSPs, and the burden manifests differently for each.


The core problem is structural: the five functions required to convert raw telemetry into a security decision, specifically aggregation, correlation, analysis, decision making, and execution, are not all human-speed functions. The first three demand machine-level speed and scale. 


1. Aggregation requires collecting and storing every data point from every endpoint and point solution, in raw form, before filtering occurs. 2. Correlation requires establishing real-time relationships across those data points at a scale no analyst team can match manually. 
3. Analysis requires assembling those relationships into a complete, contextualized picture of what is present, what it is doing, and whether it represents a threat. 


These three functions, performed at the volume and velocity modern environments generate, are beyond the operational capacity of any human element working without machine support.


Yet most organizations have humans attempting to manage all five steps, and both sides of the security operations equation pay for it.


Internal SOC teams silo the data conversation, leaving executive leadership, board members, and stakeholders without the context to authorize meaningful action. 


External providers face a version of the same problem: unable to build full context from fragmented data, they struggle to explain which data matters to the client, let alone guarantee the client is protected. They carry that uncertainty every day. 


In both cases, the human element absorbs the burden of functions it was never designed to perform, and the organization remains exposed.


This session presents the operational argument for a different architecture: one in which an AI and ML-driven security contextualization engine executes steps one through three against the full data lake in real time, and delivers the output (a contextualized, prioritized picture of environmental activity) to the human operator. 


The human element is not removed from the process. It is repositioned to the two steps where human judgment is irreplaceable: decision making and execution. The operator arrives at step four informed, not overwhelmed.


The session draws from documented deployments in resource-constrained environments, including a regional security operation that processed 35,331 threats, eliminated 351 classified at high severity, and maintained zero major security incidents, at 77% below the cost of an equivalent internal SOC. The outcomes were not produced by adding analysts. They were produced by correctly positioning the human element within the detection lifecycle.


Attendees will leave with a framework for auditing where their team is currently positioned in the five-step cycle, a model for what machine-executed contextualization makes operationally possible, and a practical starting point for closing that gap.
Speakers
avatar for Cyrus Walker

Cyrus Walker

Founder/CEO, Data Defenders
Thirty years of operational cybersecurity experience spanning municipal government, nonprofit, and healthcare sectors. Work includes forensic investigation, critical infrastructure protection, and the design and operation of shared regional security programs built for organizations... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA

10:30am CDT

The Only Way to Win Is by Learning: Deception Design, Read Through a Comedy Game Show
Saturday September 12, 2026 10:30am - 11:30am CDT
Most deception technology fails the same way a bad magic trick fails: the audience can see the strings. A pristine honeypot, a too-obvious credential, a decoy environment without any of the messy human fingerprints of a real network — these tip off skilled attackers in the first thirty seconds of contact and then sit unused, generating no intelligence and no value.
This talk argues that the people who have already solved this design problem are, improbably, the writers of Dropout's Game Changer — a comedy game show where contestants don't know the rules, and where the host's entire job is to design environments that intelligent, adaptive people will inhabit fully while being watched. The parallels to defensive cyber deception turn out to be precise and useful.
Working through concepts including verisimilitude and "coherent imperfection," choice architecture and the path of least resistance, flow-state engineering for sustained engagement past the initial probe, nested observation layers modeled on the show's "Bingo" episode, and the counterintuitive Tularosa finding that announcing deception makes it more effective, this session translates game-design craft into practical honeypot, honeytoken, and deception-fabric architecture any defender can deploy.
Attendees will leave with a design checklist for building deceptive environments that sustain coherence under adversarial pressure, a vocabulary for evaluating commercial deception platforms against actual attacker psychology, and an argument for why the best deception operators are, in a real sense, game designers.
The talk is interactive. The audience is already playing.
Speakers
avatar for Dylan Shroll

Dylan Shroll

Security Engineer, Revology
Dylan is a cybersecurity engineer with six-plus years across healthcare, financial services, lottery, and logistics — everywhere the stakes are high and the regulations are higher still. She specializes in LLM-powered cyber deception operations and behavior-science-driven secur... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk

10:30am CDT

The Second Front: Detecting LOTL Off the Endpoint
Saturday September 12, 2026 10:30am - 11:30am CDT
Living-off-the-land (LOTL) isn't what it used to be. Blue teams have spent years tuning detections for the classic playbook - LOLBins, malicious macros, WMI abuse, PowerShell, etc. - and endpoint tooling has gotten pretty good at catching it. So, attackers moved.
LOTL is now operating across a second front: the identity and management plane, which spans hundreds (if not thousands) of SaaS apps and authorizations in an enterprise. Stolen session tokens, abused OAuth flows, device code phishing, and browser-native credential harvesting let adversaries operate entirely within sanctioned tools and legitimate traffic. 
Scattered Spider, and more recent evolutions like Scattered Lapsus$ Hunters, operate inside victim environments using legitimate SaaS APIs and identity tooling: SSO, MFA bypass via social engineering and post-auth attacks, and direct access to cloud management planes. In every case, the attackers aren’t hiding from EDR; they’re operating in the browser context where EDR doesn't see.
This “missing middle” is a structural gap: EDR owns the endpoint, and the IdP owns authentication events. But the space in between - the authenticated browser session, the OAuth token, the SaaS API call from a legitimate identity - belongs to no tool and appears on no dashboard. It’s a second front for LOTL, and most blue teams don't have a strategy for it because they don't have visibility into it.
This talk maps the evolution of LOTL techniques from endpoint to identities and SaaS, walks through the attack patterns that define the second front (AitM session hijacking, OAuth abuse, infostealer-to-IAB pipelines, MFA-resilient phishing infrastructure), and describes a practical detection framework that addresses both fronts simultaneously. We'll look at what telemetry sources actually exist for in-browser and identity-plane activity, how to build detection logic when you're pattern-matching against legitimate behavior rather than malicious binaries, and how SOC teams can prioritize coverage across two active fronts without exponentially increasing analyst workload.
Attendees will leave with a mental model for how these two LOTL fronts interact, a framework for evaluating their own detection coverage gaps, and concrete starting points for building detection programs that account for the full attack surface - not just the stuff that shows up in endpoint logs!
Speakers
avatar for Mark Orlando

Mark Orlando

Field CTO, Push Security
Mark is the Field CTO at Push Security, where he advances detection and response for in-browser threats. With 25 years of experience building and leading security operations teams at the White House, the Pentagon, the Department of Energy, and Fortune 500 companies, Mark has investigated... Read More →
Saturday September 12, 2026 10:30am - 11:30am CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA

11:00am CDT

How We've Gone Completely Phishing-resistant (And So Can You!)
Saturday September 12, 2026 11:00am - 12:00pm CDT
Phishing-resistant authentication is shifting from optional to mandatory. Not only are attackers using phishing as the primary mechanism to evade traditional forms of MFA, but they are also evolving their attacks to find ways around implementations where phishing-resistant auth is only preferred and not enforced. The road to deploying passkeys, Windows Hello for Business and Mac Platform SSO looks easy enough in the Microsoft docs, but what does it look like to implement them as mandatory across a workforce?

In this session we’ll cover how we went from a handful of FIDO2 keys to phishing-resistant authentication across our enterprise in Entra ID at breakneck speeds. We’ll explore the ins-and-outs from a technical and organizational perspective of the implementation, the gotchas we hit along the way, and how we overcame them. We’ll cover edge case scenarios, and how deploying passkeys is just part of the bigger equation to going phishing-resistant. We’ll also examine phishing attack trends we were seeing, which helped inform and shape policy so that phishing-resistant authentication isn’t an option – it’s the only option.
Speakers
avatar for Eric Woodruff

Eric Woodruff

Chief Identity Architect, Semperis
Throughout his 26-year career in the IT field, Eric has sought out and held a diverse range of roles. Currently the Chief Identity Architect for Semperis; Eric previously was a member of the Security Research and Product teams. Prior to Semperis, Eric worked as a Security and Identity... Read More →
Saturday September 12, 2026 11:00am - 12:00pm CDT
Swissôtel Chicago 323 E Wacker Dr, Chicago, IL 60601, USA
  Talk
 
Blue Team Con 2026
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