Dude Diligence

Dude Diligence

Security Awareness Comics

Cynical. Caffeinated. Compliant.

By day, he's Duke Dillingham, mild-mannered compliance officer. But when data's in danger, he becomes Dude Diligence — the cybersecurity hero nobody asked for, but everybody needs. Free interactive training that people actually want to read.

#1
Issue One
The CAPTCHA Conspiracy
ClickFix Social Engineering

Dude is forced into yet another mandatory security training when a real ClickFix attack hits the office. Fake CAPTCHAs, clipboard hijacking, and the Win+R trick that fooled an entire nation-state.

"I've survived 47 mandatory trainings. I can survive one more."

15–20 min Interactive scenarios 8-question quiz
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#2
Issue Two
Reply All to Disaster
Business Email Compromise

Three BEC attacks hit the office simultaneously on a Monday morning. The CEO needs gift cards, HR gets a payroll change, and Accounts Payable gets new vendor banking details. Dude grabs his coffee.

"It's not a hack. It's a con. The oldest trick in the book, just with better fonts."

15–20 min Email mockups 8-question quiz
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#3
Issue Three
The 60-Minute Countdown
Ransomware Readiness

Dude walks into the office Monday morning to find the entire network encrypted. Everyone panics. He takes a sip of coffee. "Alright. Clock starts now."

"By the time you see the ransom note, they've been in your network for days. The note is the victory lap."

20–25 min 60-min timeline 8-question quiz
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Born in a data center beneath Olympia Studied the sacred arts of encryption and compliance

Origin Story

Born in a data center beneath Olympia, Duke Dillingham studied the sacred arts of encryption and compliance. Don't let the calm demeanor and encyclopedic NIST knowledge fool you — when data's in danger, he becomes Dude Diligence.

Part Big Lebowski, part Superman, part Gilfoyle. With the gentle patience of Mr. Rogers when a coworker almost clicks something they shouldn't.

"Hey, I'm really glad you stopped to think about that. Let's look at it together."