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Don’t Be Fooled This April: AI-Powered Phishing Scams Are No Joke!

By Chad Cragle, CISO

Estimated Reading Time: 3 minutes

It’s April Fools’ Day, and while a classic Rick Roll or a swapped keyboard key might elicit a laugh, there’s one type of trick organizations can’t afford to fall for: phishing scams powered by AI.  

Phishing isn’t new, but artificial intelligence has transformed the landscape. Cybercriminals conduct highly personalized, convincingly written, multi-channel attacks from various vectors, including email, SMS, collaboration tools, and even deepfake voice messages. What used to be easy to identify due to poor grammar or odd formatting is now nearly indistinguishable from genuine business communication.  

Generative AI tools can now imitate tone, writing style, and even the voices of trusted colleagues and executives. In one instance, attackers employed an AI-generated voice to impersonate a senior leader, tricking a company into transferring funds. These deepfake attacks are no longer theoretical; they occur in real-time, and with the right approach, they can be alarmingly convincing.

AI also enables large-scale, targeted social engineering. By gathering public data and social media profiles, attackers create phishing messages that mention real events, coworkers, or tools—significantly boosting their success rate.

How to Spot AI-Generated Phishing:

  • Suspicious Links: Hover over links to check the actual URL before clicking. Look for slight misspellings or strange domains.
  • Fake Sender Addresses: The display name may look familiar, but always verify the full email address for inconsistencies.
  • Urgency & Fear Tactics: Phishing tricks include messages pressuring you to act immediately (e.g., “Your account will be locked!”).
  • Requests for Sensitive Info: Legitimate companies never ask for passwords, banking details, or personal data via email.
  • Unexpected Attachments: Be cautious of unsolicited files, especially ZIP, EXE, or Office documents with macros.
  • Odd Language or Tone: AI-generated phishing emails may sound overly formal, too polished, or slightly “off.”
  • Unusual Requests: A sudden change in payment instructions or a request to buy gift cards is a major red flag.

Organizations Should Double Down on Fundamentals:

Even in a world of advanced AI, the most effective defenses remain rooted in fundamental security principles, updated for today’s threat landscape:

  • Run phishing simulations: Simulations assist employees in recognizing modern phishing tactics. They should include realistic, AI-generated content to enhance awareness. 
  • Layer security defenses: Utilize tools like email filtering, link scanning, multifactor authentication, and spoofing protection to detect and block threats on multiple levels. 
  • Refresh employee awareness training: Training should evolve with the changing threat landscape and incorporate real-world examples of smishing, deepfakes, and impersonation attempts. 
  • Encourage immediate reporting: Foster a culture where employees feel comfortable reporting suspicious activities or accidental clicks. Prompt reporting can significantly mitigate the impact of a potential threat incident.

AI might make phishing schemes more convincing, but organizations can stay ahead of the curve with a solid combination of awareness, layered defenses, and a culture of responsiveness. The scammers are the only ones who should be getting fooled this April Fools’ Day.

Chad Cragle, CISO

With nearly two decades of real-world experience as an Information Security and Compliance Subject Matter Expert, Chad has a distinguished record of transforming and elevating security postures within organizations. As the Chief Information Security Officer (CISO) at Deepwatch and the Leader of IT, Security, Compliance, and Cloud, Chad is not just a figurehead but a true leader. His proactive security, compliance, and privacy improvements ensure the organization is always ahead of emerging challenges, instilling confidence in the team and the organization as a whole.

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