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INGLORIOUS THREAT INTELLIGENCE @rickhholland Rick Holland VP Strategy, Digital Shadows

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“Now this is not the end. It is not even the beginning of the end. But it is, perhaps, the end of the beginning.”

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Chapter One Wild Bill Donovan @rickhholland

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US Intelligence - 1941 8 Primitive Parochial Underfunded Undermanned Dumping ground

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“Information is useless unless it is intelligently directed to the strategic purpose.”

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Office of Strategic Services

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Behind enemy lines

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Chapter Two Operation Torch @rickhholland

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1. Inspire guerrilla warfare campaign against French

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2. Ensure French forces wouldn’t resist landing US troops

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3. Provide intel on French troop strength and disposition

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4. Provide intel on landing conditions at ports and beaches

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OSS enabled the path to the “soft underbelly” of Europe. Align to the “strategic purpose”

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Chapter Three Operation Barbarossa @rickhholland

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Avoid winter warfare in Russia

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Also never get involved in a land war in Asia

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Admiral Wilhelm Canaris Head of the Abwehr

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1. SOC analyst 2. Threat hunter 3. Chief Information Security Officer 4. Other C level executives 5. Business unit / Line of business leader Use personas to better understand your intel customers

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• Specific to the individual • What are their triggers? • What are they passionate about? • Document! Build dossiers on your intel customers

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5 ways to connect with your intel customers

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1. Use their terminology; not yours

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2. Focus on what they care about

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3. Create a personal story that resonates

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4. Be flexible, adjust your process

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5. Engage outside of work

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Chapter Four Operation North Pole @rickhholland

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Major Hermann Giskes of the Abwehr

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Huub Lauwers

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‣ 90 Royal Air Force sorties flown ‣ 54 Dutch SOE agents died ‣ 83 RAF crew died

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500,000 Guilders

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53 SOE radio sets

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> 4,000 machine guns

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50,000 rounds of ammunition

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“Whenever you will come to pay a visit to the Continent you may be assured that you will be received with the same care and result as all those who you sent us before.”

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Don’t let rivalries impact analysis

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Leave the drama at home

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Things aren’t what they seem, STILL

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SATs should be 2nd nature

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1. Align to the “strategic purpose” 2. Use personas to better understand your intel customer 3. Build dossiers on your intel customer 4. Connect with your intel customer Summary

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5. Don’t let rivalries impact analysis 6. Leave the drama at home 7. Structured analytic techniques should be 2nd nature Summary

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59 Thank you! @rickhholland

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• Wild Bill Donovan: The Spymaster Who Created the OSS and Modern American Espionage • Hitler's Spies: German Military Intelligence in World War II • German Military Intelligence In World War II • Volume 1 War Report Office of Strategic Services Washington Organization, https://searchworks.stanford.edu/view/11645521 • Volume 2 War Report: Office of Strategic Services: Operations in the Field, https://searchworks.stanford.edu/view/11645521 • Analysis of The Personality of Adolph Hitler http://lawcollections.library.cornell.edu/nuremberg/analysis • A Timeline for Using Analytic Techniques Throughout an Analytic Project https://www.cia.gov/library/center-for-the-study-of-intelligence/csi- publications/books-and-monographs/Tradecraft%20Primer-apr09.pdf • The Science of Building Buyer Personas, https://www.singlegrain.com/blog- posts/content-marketing/science-building-buyer-personas/ • Trump and intelligence: 6 ways to deal with challenging intelligence consumers https://www.digitalshadows.com/blog-and-research/trump-and-intelligence-6- ways-to-deal-with-challenging-intelligence-consumers/ • Two ways to effectively tailor your intelligence products https://www.digitalshadows.com/blog-and-research/two-ways-to-more- effectively-tailor-your-intelligence-products/ References: