A Grand Game of Chess: Entropy and Patterns in Threat Intelligence Models – Security Intelligence
During a brainstorming discussion with a colleague on the value of entropy in machine learning models, specifically the models used in threat intelligence work, I mentioned that many of the threat intelligence models in use today seem to overemphasize the pattern recognition aspect of threat intelligence through the egregious use of algorithms. By contrast, they seem to underemphasize the novelty of suchaspects as intuition and chaos, both of which would be present if two malicious actors were pitted against a defensive system that is nothing more than an artificially intelligent system with lots of machine learning algorithms. Then I thought about the game of chess, which cognitive psychologists have studied with great interest for more than 70 years. I did a bit of my own research to see what aspects of chess psychologists found most intriguing, and whetherany of their findings could be used to build better threat intelligence programs.
The 1965 book Thought and Choice in Chess,by Adriaan D de. Groot, seems to have laid the foundation for the study of psychology in chess. There are several other psychologists who studied the game and its players; William Chase, Herbert Simon and Dr. Ferdinand Gobet are worth mentioning. The short synopsis of their combined research on the best chess players is as follows:
There are many more findings published on the cognitive aspects of chess, but this short list led to something researchers today callChunk Hierarchy and REtrival STructures(CHREST). CHREST,in turn, led to the design of computational models that could help psychologists understand why chess experts are so good at the game, by studying the number of moves the typical chess expert memorizes and how an expertorganizes information mentally while playing. The research into CHREST, in turn, led to the development of mathematical models for hierarchical chunking in the brain to help cognitive scientists understand how the brain ingests, organizes, stores and later retrieves information.
So what does all this research on the game of chess have to do with threat intelligence? A great deal. CHREST and the subsequent mathematical models for hierarchy and retrieval structures underpin the databases, algorithms and artificially intelligent software used for threat hunting and by the threat intelligence correlation engines today (as well as other types of technology).
Threat hunters today are much likeplayers in a game of chess where the adversary maneuvers in much the same ways as an opponent across a grand chess board. A good threat hunter can determine just who that opponent is, based on the moveshe or she makes. We consider adversarial activity as tactics, techniques and procedures just as we consider a chess opponents moves as rooted in strategy where the decisions made are based upon patterns and models. One could easily consider the science of threat intelligence as the identification of these patterns as quickly as possible to predict future action and to engage appropriate response maneuvers. However, where does the science of threat intelligence intersect the art of intuitive prediction based on skilland experience? How can an analyst derive meaning and predictive value in a seemingly chaotic engagement?
Interestingly, one of the experiments with the CHREST model showed that expert chess players havesuperior memory recall for chess positions that are considered random by weaker players. Why is this important? Because it shows that expert players are not only playing the game based upon the patterns they know or the visual representation they have of the chess board in their minds, they are also playing by intuition or gut-feeling something no mathematical model, machine learning algorithm or artificially intelligent system can duplicate today.
By allowing a team of analysts to rely on their expertise with the introduction of chaos and entropy, we can glean the actions and strategic moves that wed the science of threats with the art of analysis. Then we can truly provide a robust threat intelligence gathering effort that provides threat actor identification, activity prediction, mitigation and response strategies.
To harness the threat intelligence power enabled by chaos and entropy, we can take the followinglessons from the game of chess:
All of this analysis sounds glorious for large firms with lots of available capital. For small businesses with limited access to both financial and human capital, building a sophisticated threat intelligence team is extremely difficult to achieve.Small businesses:
What could a small business or firm do with a limited budget and no sophisticated COTS solution? Itcan hire entry-level cyber security professionals who have a love for the game of chess, because those individuals will bring with them the following capabilities:
Skills such as those needed to findOWASP Top 10 vulnerabilities within an application stack can be taught through suchsites as HackerOne. The best hackers we have ever met had something in common with the best chess players we know a love for the game.
Continue Reading
Management and Strategy Consultant, IBM
Kelly is a management and strategy consultant with over 20 years of consulting experience ranging from security analysis, to functional analysis to security ... read more
Read this article:
A Grand Game of Chess: Entropy and Patterns in Threat Intelligence Models - Security Intelligence
- Vibrating crotches, anal beads and suspicious minds: the long, strange history of chess cheats | Sean Ingle - The Guardian - April 21st, 2026 [April 21st, 2026]
- A Day in the Life of New York Citys Young Chess Stars - The New York Times - April 21st, 2026 [April 21st, 2026]
- Retro Chess Roguelike Below the Crown Casts Spells, Explosions, Strategies in 1.0 Release Today - Games Press - April 21st, 2026 [April 21st, 2026]
- Playoff chess match on ice developing between Wild and Stars - InForum - April 21st, 2026 [April 21st, 2026]
- Ukrainian teen comes from behind to win European chess title - TVP World - April 21st, 2026 [April 21st, 2026]
- The Stress of Elite Chess Is Wearing Down the Games Champions - The Walrus - April 21st, 2026 [April 21st, 2026]
- SenseRobot Unveils Chess Mini: The AI-Powered Robotic Mentor Bringing the "Soul" Back to the Board - AiThority - April 21st, 2026 [April 21st, 2026]
- Madison to host free beginner chess series with mayor - rocketcitynow.com - April 21st, 2026 [April 21st, 2026]
- D Gukesh vs Javokhir Sindarov: A way-too-early preview for the 2026 World Chess Championship - espn.in - April 21st, 2026 [April 21st, 2026]
- ASX shifts equities clearing into the cloud as new CHESS goes live - AFR - April 21st, 2026 [April 21st, 2026]
- Anish Giri Asks FIDE to Pay for Its Own Circuit - World Chess - April 21st, 2026 [April 21st, 2026]
- From Netflixs The Queens Gambit To Real Life: How to Start Playing Chess Today - Geek Vibes Nation - April 21st, 2026 [April 21st, 2026]
- Tunde Onakoya To Represent WR Chess Team At World Rapid And Blitz Championship In Hong Kong - Arise News - April 21st, 2026 [April 21st, 2026]
- Vishy Anands advice to Gukesh: Lock yourself in room, and just ignore criticism but some of it is legitimate - The Indian Express - April 21st, 2026 [April 21st, 2026]
- Young Buffalo City Chess trio to represent SA in Uganda - Daily Dispatch - April 21st, 2026 [April 21st, 2026]
- Chess: Sindarov wins Candidates with record total, while Vaishali takes womens event - The Guardian - April 19th, 2026 [April 19th, 2026]
- Stockholm hosts Chess Party with world record attempt - ChessBase - April 19th, 2026 [April 19th, 2026]
- Chanel Puts a Diamond Twist on the Chessboard at Watches and Wonders 2026 - Galerie Magazine - April 19th, 2026 [April 19th, 2026]
- Chess Mates, the documentary about the world champion who defamed a rival and wont apologize - EL PAS English - April 19th, 2026 [April 19th, 2026]
- From chess prodigy to music star: PinkPantheress emerges as one of pops most intriguing voices - ynetnews - April 19th, 2026 [April 19th, 2026]
- Think Before You Move event brings local chess community together - WPTA | 21Alive | Fort Wayne, IN - April 19th, 2026 [April 19th, 2026]
- Why Danny Strong calls Chess the weirdest thing Ive ever done - Gold Derby - April 19th, 2026 [April 19th, 2026]
- Winners crowned at 1st FIDE World Blitz Solving Championship and International Team Tournament - FIDE - April 19th, 2026 [April 19th, 2026]
- Lea Michele Walks Through Her Broadway RsumFrom Les Misrables to Her Full-Circle Return in Chess - Broadway Shows - April 19th, 2026 [April 19th, 2026]
- Chess between Xi and Trump: Games within the game - The American Bazaar - April 19th, 2026 [April 19th, 2026]
- From Abuja to the Isle of Man: FIDE is widening chesss world map International Chess Federation - FIDE - April 19th, 2026 [April 19th, 2026]
- Still have a long way to go: R Vaishali - The Times of India - April 19th, 2026 [April 19th, 2026]
- Patrick Graham Confirms Jalen Ramsey Will Be the Ultimate Chess Piece for the Steelers - Steelers Now - April 19th, 2026 [April 19th, 2026]
- Zach LaVine could be playing 3D chess with the Kings over his contract - A Royal Pain - April 19th, 2026 [April 19th, 2026]
- Five-way tie at the top of EICC2026 ahead of the Final Round - European Chess Union - April 19th, 2026 [April 19th, 2026]
- AI Conquered Chess 30 Years Ago. It Still Cant Deal With Secrets - The Good Men Project - April 19th, 2026 [April 19th, 2026]
- All India Chess Federation aims to host World Chess Championship matches, says Verma - The Hindu - April 19th, 2026 [April 19th, 2026]
- How a Chess Game Over the Telegraph in 1844 Accidentally Created the First E-sport - ZME Science - April 17th, 2026 [April 17th, 2026]
- Javokhir Sindarov earns world chess title shot with stunning Candidates win - The Guardian - April 17th, 2026 [April 17th, 2026]
- The Gamblers Behind One of the Weirdest Cheating Mysteries in Chess Have Been Unmasked - WIRED - April 17th, 2026 [April 17th, 2026]
- Candidates R14: Sindarov achieves record-breaking score, Giri and Caruana grab wins - ChessBase - April 17th, 2026 [April 17th, 2026]
- Checkmate! Chess-loving Nats make all the right moves in sweep - MLB.com - April 17th, 2026 [April 17th, 2026]
- Bidding for the 2030 FIDE Chess Olympiad: Deadline extended International Chess Federation - FIDE - April 17th, 2026 [April 17th, 2026]
- #WATCH | R Vaishali takes centre stage to lift the 2026 FIDE Womens Candidates trophy at the closing ceremony, marking a historic triumph on the... - April 17th, 2026 [April 17th, 2026]
- Candidates R13: Sindarov secures overall victory with a round to spare! - ChessBase - April 17th, 2026 [April 17th, 2026]
- Chess Kingdom Expands Early Access With Two New Fast-Paced Modes - COGconnected - April 17th, 2026 [April 17th, 2026]
- Exclusive: Watch the Cast of CHESS Perform 'Golden Bangkok' on Broadway - BroadwayWorld - April 17th, 2026 [April 17th, 2026]
- People Played Chess Over the Telegraph in 1844 and It Accidentally Created the First E-sport - ZME Science - April 17th, 2026 [April 17th, 2026]
- Vaishalis Candidate win: A shot in the arm for womens chess in India, says her coach Ramesh - The Times of India - April 17th, 2026 [April 17th, 2026]
- Romania Grand Prix 2026: Experience chess at its finest, in the heart of Europe! - ChessBase India - April 17th, 2026 [April 17th, 2026]
- The Playing Hall Experience | Behind the Scenes - Day 3 - ChessBase - April 17th, 2026 [April 17th, 2026]
- Garry Kasparov: If Javokhir Sindarov beats Gukesh, theres a chance Magnus Carlsen might come back to World Championship cycle - The Indian Express - April 17th, 2026 [April 17th, 2026]
- The making of Javokhir Windarov: Gukeshs challenger is an Uzbek GM, whose ally is speed and comes to the board with lethal home prep - The Indian... - April 17th, 2026 [April 17th, 2026]
- A Game That Outlasted the Day (4) - ChessBase - April 17th, 2026 [April 17th, 2026]
- Vaishali wins the Women's Candidates Tournament - The Week in Chess - April 17th, 2026 [April 17th, 2026]
- Indian Joy As Vaishali Wins Women's Candidates To Earn World Title Shot - World Chess - April 17th, 2026 [April 17th, 2026]
- When a food poisoning bout and forced 2-month rest worked its magic for Vaishali Rameshbabu to rediscover joy in chess in 2024 - The Indian Express - April 17th, 2026 [April 17th, 2026]
- Candidates | Viswanathan Anand on Vaishali: She was always in better control of her nerves than rest of the field - The Indian Express - April 17th, 2026 [April 17th, 2026]
- Sindarov compared to Carlsen: Hikaru Nakamuras five-year-old tweet now looks prophetic - Firstpost - April 17th, 2026 [April 17th, 2026]
- Magnus Carlsen agreed to the photo. Then he turned around and told the judges. - World Chess - April 5th, 2026 [April 5th, 2026]
- Chess Mates: the fantastic true story of the sex toy rumour that buzzed around the world - The Guardian - April 5th, 2026 [April 5th, 2026]
- Chess Live Prediction Markets & Live Odds - Polymarket - April 5th, 2026 [April 5th, 2026]
- FIDE World Team Rapid and Blitz Chess Championships 2026 - en.chessbase.com - April 5th, 2026 [April 5th, 2026]
- CHESS Will Release Cast Recording Next Week; Listen to 'Anthem' Now - BroadwayWorld.com - April 5th, 2026 [April 5th, 2026]
- Carlsen, Nepomniachtchi, Niemann Still Perfect In Karlsruhe As 19 Players Reach 3/3 - Chess.com - April 5th, 2026 [April 5th, 2026]
- Malagasy Chess Federation elects new Executive Board for 20262030 - FIDE - April 5th, 2026 [April 5th, 2026]
- Sindarov in danger of running away with the Candidates after he moves to 5.5/6 - The Week in Chess - April 5th, 2026 [April 5th, 2026]
- Candidates R4: Head-to-head stats - en.chessbase.com - April 5th, 2026 [April 5th, 2026]
- My obsession with this 11-year-old chess champion has taught me how to win - The i Paper - April 5th, 2026 [April 5th, 2026]
- Khanty-Mansiysk to Host XXIII Anatoly Karpov International Tournament - - April 5th, 2026 [April 5th, 2026]
- What are the anti-cheating measures at FIDE Candidates 2026 that triggered debate among top players - Firstpost - April 5th, 2026 [April 5th, 2026]
- Controversy at the Candidates Tournament in chess. A grandmaster accuses the organizers: "It's as if we are Mossad agents in Iran" -... - April 5th, 2026 [April 5th, 2026]
- Britain's No.1 female player is just eleven years old! - Chess News | ChessBase - April 3rd, 2026 [April 3rd, 2026]
- Pixie Chess Funding Rounds, Token Sale Review & Tokenomics Analysis - CryptoRank - April 3rd, 2026 [April 3rd, 2026]
- Sindarov 'really surprised' with Gukesh opting out of Grand Chess Tour, looks forward to 'dream' GCT debut - Firstpost - April 3rd, 2026 [April 3rd, 2026]
- Someone You Should Know: Passing the game of chess along - Dakota News Now - April 3rd, 2026 [April 3rd, 2026]
- Caruana, Sindarov, Lagno, and Assaubayeva steal the spotlight at Cap St Georges International Chess Federation - FIDE - April 3rd, 2026 [April 3rd, 2026]
- Mind games: How football stars are fuelling chess boom - France 24 - April 3rd, 2026 [April 3rd, 2026]
- Mind games: How football stars are fuelling chess boom - The Killeen Daily Herald - April 3rd, 2026 [April 3rd, 2026]
- Sindarov Ahead in Candidates, While Asaubayeva Shares Womens Lead - The Times Of Central Asia - April 3rd, 2026 [April 3rd, 2026]
- World Chess Weekly: Sindarov Sizzles At The CandidatesBut Carlsen's Also In Action In Karlsruhe - World Chess - April 3rd, 2026 [April 3rd, 2026]
- Chess Grand Master Ottomar Ladva Captures a WSOP Super Circuit Ring and $311K - PokerNews - April 3rd, 2026 [April 3rd, 2026]
- Global launch: FIDE Preparation of Teachers Course for Women Around the World International Chess Federation - FIDE - April 3rd, 2026 [April 3rd, 2026]
- Qualifiers confirmed for FIDE Womens Grand Prix 2026-2027 International Chess Federation - FIDE - April 3rd, 2026 [April 3rd, 2026]
- LeBron Reveals Why He Loves Golf, Reason He Started Playing and Chess Aspirations Next in New Video - Bleacher Report - April 3rd, 2026 [April 3rd, 2026]