Data Loss Prevention (DLP) Survival Guide - Ashley Knowles - BHIS Webcasts

How quickly could you detect sensitive data being exfiltrated?

Join us for a free one-hour BHIS webcast with Ashley Knowles on best practices for data loss prevention and keeping your most sensitive information safe.

You’ll learn about common vulnerabilities, real-world scenarios, and practical, actionable strategies to protect the data you’ve been hired to safeguard.

🛝 Webcast Slides
https://www.blackhillsinfosec.com/wp-content/uploads/2026/02/SLIDES_Data-Loss-Protection-Survival-Guide.pdf

Chapters

(00:00) - Intro
(02:57) - About Ashley Knowles
(03:26) - Why DLP Shouldn't Terrify You (Too Much)
(08:10) - Understanding Your Data Landscape
(10:23) - Data Classification Framework
(11:49) - Where Does Your Data Live?
(14:24) - Understanding Data Exfiltration
(18:34) - Advanced Exfiltration Methods
(22:20) - The Insider Threat Reality
(24:19) - How to Stop Data Loss: The Basics
(25:51) - Technical Controls That Work
(27:44) - Recommended Layered Approach
(30:56) - Cloud & Modern Workplace Protection
(32:01) - The Purple Team Process
(34:18) - Purple Team Testing: Scenario 1
(36:38) - Purple Team Testing: Scenario 2
(39:13) - Purple Team Testing: Scenario 3
(40:12) - Purple Team Testing: Scenario 4
(40:40) - Purple Team Testing: Scenario 5
(42:03) - Starting Your DLP Journey
(43:50) - Key Takeaways & Action Items
(44:16) - Questions & Resources
(55:59) - The "What it's like to work with Black Hills Information Security" segment