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Simply Defensive

Simply Defensive

著者： Simply Cyber Media Group
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Join us for Simply Defensive, a podcast dedicated to exploring the world of defensive cybersecurity through the lens of real-world experts. In each episode, we'll interview leading professionals from the cybersecurity industry, delving into their experiences, challenges, and innovative solutions. Whether you're a seasoned cybersecurity veteran or just starting to learn about the field, Simply Defensive offers valuable insights and practical advice to help you stay ahead of the curve. Tune in as we discuss the latest threats, emerging technologies, and best practices for protecting your organization from cyberattacks. ========================= Connect with your hosts: Josh Mason: https://www.linkedin.com/in/joshuacmason Wade Wells: https://www.linkedin.com/in/wadingthrulogs ========================= Simply Cyber empowers people who want a rewarding cybersecurity career 💪 ========================= ========================= All the ways to connect with Simply Cyber https://SimplyCyber.io/Socials =========================2025 Simply Cyber Media Group 出世 就職活動 経済学
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  • Max Pollard - Why Hidden System Prompts Are Failing Security Teams

    Max Pollard - Why Hidden System Prompts Are Failing Security Teams
    2026/09/21
    S6:E4 - Max Pollard - Why Hidden System Prompts Are Failing Security TeamsEpisode SummaryIn this episode of Simply Defensive, Josh Mason and Wade Wells sit down with Max Pollard. He is the founder and CEO of CoTool, an AI-native detection and response platform. Max's path ran through quantitative finance, then Okta's customer identity team, then Material Security, where he built and led the forward-deployed engineering team. He left to found CoTool earlier this year. The conversation traces where the idea came from. Security engineers were already turning to tools like ChatGPT and Claude Code for help writing detections. Those tools hit a wall the moment they needed to understand an org's actual logs and schema.Josh and Wade push Max on the harder questions too. Why do SOAR teams still hesitate to trust automatic remediation, and what has to change before anyone hands that trust to AI? The back half turns into a real debate about control, built around a recent LinkedIn post where Max argued that hidden system prompts are quietly failing the security teams who depend on them. Detection engineers, SOC analysts evaluating AI tools, and anyone tired of agents that ignore instructions will get something out of this one.What You'll LearnMax's path from algorithmic trading to Okta, Material Security, and founding CoToolWhat CoTool does: better rule-based detections, catching behavior rules that can't be expressed, and full-context responseWhy grounding AI in your organization's real logs and schema matters more than a good promptHow backtesting a detection connects straight back to Max's quant finance backgroundWhy AI got noticeably better at MITRE ATT&CK mapping over the past couple of yearsWhy SOAR teams still hesitate on automatic remediation, and what AI changes about that calculusHow AI can fast-track junior analysts instead of replacing themMax's LinkedIn take on hidden system prompts, and why he thinks they hurt security teamsWhy CoTool calls itself a harness instead of an agentEpisode HighlightsFrom Algorithmic Trading to AI Security Max's path ran through quantitative finance, Okta's customer identity team, and Material Security before he left to found CoTool. He draws on that finance background more than you'd expect, especially around backtesting.What CoTool Actually Does A unified detection and response layer that sits on top of your existing stack, not a SIEM replacement. It helps teams write and maintain better rule-based detections, catch attacker behavior rules can't express, and respond faster with full context across all their security data.Grounding AI in Your Real Data The gap Max saw in tools like ChatGPT and Cursor: great at generic help, useless the moment they needed to understand an org's actual logs, schema, and normalization choices. CoTool was built to close that gap.Trusting AI to Act on Its Own Josh and Wade push Max on automatic remediation. If teams don't fully trust a black-and-white SOAR playbook, why would they trust an AI system that can hallucinate? Max walks through why the path to real automation runs through enrichment, false-positive triage, and suggested response first.The LinkedIn Post That Started This Conversation Max recently argued that bolt-on AI agents with hidden system prompts are a net negative for security teams. He points to Gmail's early email assistant as the cautionary tale: a hidden prompt hardcoded a stiff, overly formal tone that made the tool nearly unusable.Why CoTool Calls Itself a Harness Instead of shipping a fixed agent, CoTool exposes the same underlying primitive to users and lets them shape it for detection, response, or whatever they need. Max's argument: security changes too fast for hidden, hardcoded behavior to hold up.Timestamps(This tag pulls the list straight from the Chapters field below once you paste it in there, so you're not maintaining the same list twice. If you'd rather have a static list here instead, use the block under "Chapters (standalone)" further down.)Resources MentionedCoTool: https://cotool.aidetections.ai (referenced in the conversation): https://detections.aiOur earlier episode with Aaron Mog of detections.ai: https://simplydefensive.transistor.fm/s4/3Connect with MaxCoTool: https://cotool.aiEmail: max@cotool.aiConnect with Your HostsJosh Mason: https://www.linkedin.com/in/joshuacmason/Wade Wells: https://www.linkedin.com/in/wadingthrulogs/
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    34 分
  • S6:E3 - Tom Dejong - Inside the BHIS SOC: Triage, Curiosity, and Career Growth

    S6:E3 - Tom Dejong - Inside the BHIS SOC: Triage, Curiosity, and Career Growth
    2026/05/04
    Episode Show NotesS6:E3 - Tom Dejong - Inside the BHIS SOC: Triage, Curiosity, and Career GrowthEpisode SummaryIn this episode of Simply Defensive, hosts Josh Mason and Wade Wells sit down with Tom Dejong, Triage Lead at Black Hills Information Security (BHIS). Tom shares his unconventional path into cybersecurity — from a South Dakota apprenticeship scholarship to becoming one of the most detail-oriented analysts in the BHIS SOC. The conversation covers the realities of SOC triage, the importance of detailed documentation, mentoring new analysts, and how AI is reshaping (but not replacing) blue team work.Whether you're an aspiring SOC analyst, a seasoned defender, or someone curious about how to build a career in cyber without a traditional path, Tom's story and practical advice will resonate.What You'll LearnHow the Build Dakota Scholarship led Tom from apprenticeship to a cybersecurity careerWhat it's really like working triage at the BHIS SOCWhy detailed ticket notes are a force multiplier for SOC teamsThe hypothesis-driven approach to alert investigationHow to pivot off IPs, hashes, process names, and file pathsWhy curiosity is the #1 skill for SOC analystsHow AI is being used in modern SOCs (and why it's not taking your job)The challenge of building SOC training and webcastsAdvice for handling mistakes and learning from themEpisode HighlightsTom's Journey Into Cyber From discovering Darknet Diaries and hearing John Strand mention Spearfish, South Dakota — the same town Tom was living in — to landing his first day at Wild West Hacking Fest 2022 as a BHIS intern.The Triage Mindset Tom walks through his approach to investigating alerts: starting with detection logic, checking for prior tickets, and breaking down each piece of evidence in writing to make the logic click.Documentation as a Superpower Why Tom believes detailed notes aren't just nice-to-have — they're essential for the next analyst down the line and for his own thought process.AI in the SOC Tom's honest take on using AI for investigations, polishing client communications, and writing detection logic — plus why he's not worried about it taking his job.Advice for Blue Teamers You're going to make mistakes. Use them as learning experiences. Lean on your teammates. Stay curious.Timestamps00:00 Intro and Welcome01:00 Tom's Role at the BHIS SOC01:30 From Apprenticeship to Cybersecurity: The Build Dakota Story03:00 Discovering BHIS Through Darknet Diaries04:00 Wild West Hacking Fest as Day One04:30 Behind the Scenes of a SOC Webcast06:30 The Art of Alert Triage and Pivoting08:30 Building Conference Talks and Training Content10:30 Where Tom Sees His Career Going11:30 Why Curiosity Is the #1 SOC Skill12:30 Favorite Alert Types to Work14:00 Round Robin vs. Self-Assigned Tickets15:00 Note-Taking and Documentation Best Practices19:00 Building a Hypothesis When an Alert Comes In20:30 AI in the SOC: Hype, Reality, and Use Cases24:00 Will AI Replace SOC Analysts?26:00 Training Resources for New Analysts28:00 Advice for Aspiring Blue Teamers29:30 Closing ThoughtsResources MentionedBlack Hills Information Security: https://www.blackhillsinfosec.com/Antisyphon Training: https://www.antisyphontraining.com/Build Dakota Scholarship: https://www.builddakotascholarships.com/Darknet Diaries Podcast: https://darknetdiaries.com/Wild West Hacking Fest: https://wildwesthackinfest.com/Connect with TomLinkedIn: Tom Dejong at Black Hills Information SecurityBHIS Webcasts & Workshops: Available through Black Hills Information SecurityConnect with Your HostsJosh Mason: https://www.linkedin.com/in/joshuacmason/Wade Wells: https://www.linkedin.com/in/wadingthrulogs/
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    31 分
  • S6E2: John Hammond on Security Research, Storytelling, Deception, and Getting Hired in Cybersecurity

    S6E2: John Hammond on Security Research, Storytelling, Deception, and Getting Hired in Cybersecurity
    2026/03/17

    John Hammond on Security Research, Storytelling, and Deception for Defenders

    In this Simply Defensive episode, hosts Josh Mason and Wade Wells interview John Hammond, a Huntress security researcher, YouTuber, and educator, about his career path and defensive research. Hammond explains he has never worked as a penetration tester, SOC analyst, or detection engineer, instead “falling into” security research through hands-on Capture the Flag work and building cyber threat emulation course content, earning Offensive Security’s OSCE3 bundle recognition. He discusses why storytelling and communication are critical for translating attacker tradecraft into actionable defenses, emphasizing understanding the attack chain to identify places to break it. He recommends building a public portfolio of write-ups and notes, and says multiple creators covering the same topic can still provide value through different explanations. The conversation also highlights endpoint deception and honeypots, challenges of reversing compiled binaries versus script-based malware, and his advice to document thoroughly in shared organizational knowledge bases.

    00:00 S6E2: John Hammond on Security Research, Storytelling, Deception, and Getting Hired in Cybersecurity
    01:27 Meet John Hammond
    01:57 Security Researcher Life
    04:43 OffSec Certs Explained
    06:55 From CTF to Research
    08:47 Storytelling in Cyber
    12:10 Turning Attacks to Defense
    15:19 Getting Hired as Researcher
    16:48 Portfolio and Honeypots
    19:05 Make the Video Anyway
    21:40 Alternate Data Streams Nerdout
    23:36 CTFs Then and Now
    24:28 Life Shifts Priorities
    25:44 Beyond CTFs Next Trend
    26:52 Deception Meets Detection
    28:48 Honeypots and Program Maturity
    31:13 Malware Reversing Boss Fights
    35:09 Blue Team Advice Document Everything
    37:51 Where to Find John and Training
    38:49 Wrap Up and Farewell
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    39 分
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