
Hacking the Temp Job: From Answering the Phone to Cyber Director: Creative Insubordination for Fun and Profit
Former CISA
Connect:
Dan Bradley is a Director of Cyber Solutions Architecture with a major government contractor and prior to that served 24 years as a federal civilian. At CISA he was the Zero Trust Initiative Technical Lead, led security operations center (SOC) assessments and supported Federal CISOs. Prior to CISA, Dan served in a variety of roles to assess, design and defend DoD's most critical systems. Over the course of his government career, he was Technical Director for testing and risk assessment, as well as security operations and security architecture and engineering. He has led hundreds of vulnerability assessments spanning Federal civilian executive branch agencies, national security systems and commercial customers. He is very familiar with risk governance processes like the NIST RMF and how their implementation can simultaneously fail to enable mission or achieve their risk management objectives. Effective risk governance is critical, which is why we must fix our broken processes. Past conference briefs include titles like: "Don't use a CDS and Avoid this Conference", "Security Operations: From Busy to Effective", "What in the Heck is Zero Trust?" and "The A in ZTA stands for Architecture, not Acquisition, You Can't Buy a Zero Trust." His briefings couple humor and with technical insights from his broad and deep cybersecurity experience. He currently holds the record for over 860 cat pictures in a 20-minute briefing. He earned a Master of Science in Network Security from Capitol Technology University and holds CISSP, ISSEP, CGRC, GCIA, GCIH, GDSA, GPEN certifications.
What do you do when you're a seminary dropout answering phones at a pharmaceutical company with your first child on the way? You hack your way into a cybersecurity career. This presentation chronicles an unconventional path from liberal arts undergrad to temp worker to cybersecurity professional, demonstrating how a hacker mindset can transform any role into a career launching pad. When tasked with manually processing shipping claims (4-5 per day), automation through Excel, VBA scripting, and mail merge transformed it into 20+ claims daily. The real hack wasn't technical—it was the boldness to completely reinvent an assigned role by focusing on objectives while ignoring prescribed methods. Creative insubordination recovered over a million dollars in claims in less than a year and opened doors to government penetration testing roles. Through personal anecdotes, attendees will learn to focus on objectives over methods, leverage creative insubordination to deliver unexpected results, combat imposter syndrome through continuous learning, and craft compelling career narratives. This isn't another "which certs should I get?" talk—it's about recognizing that cybersecurity careers are built by people who see problems differently and solve them their own way.
Location:
Live! Casino & Hotel Philadelphia
900 Packer Ave, Philadelphia, PA
Date:
Friday, December 5, 2025