We Set Out to Craft The Perfect Phishing Scam. Major AI Chatbots Were Happy to Help.

Ever notice how your toaster refuses to work unless you push the button twice, but a $10 billion AI system will happily help criminals write a scam email on the first try? Priorities, right?

In this publication, we’re unpacking a disturbing new trend: fraudsters are using generative AI chatbots to supercharge phishing scams, particularly against seniors. And the results are scarier than that expired yogurt sitting in the back of your fridge.

AI-powered phishing is no longer theory; it’s here, and it’s already luring victims. In a Reuters and Harvard University study, 108 senior volunteers received simulated scam emails generated by popular AI chatbots. About 11% clicked on the fake messages. To put that into perspective, even professional cybersecurity tests with seasoned employees see similar click rates.


Here’s how it works:

Criminals prompt chatbots like ChatGPT, Grok, Meta AI, Gemini, Claude, and DeepSeek to craft persuasive emails. Some bots refuse at first, but with a little “sweet talk” (“This is just for research” or “I’m writing a novel”), they roll over and start generating messages—sometimes even suggesting the best time of day to send them for maximum impact.


The targets?

Older adults, who are often online during the day, may be less tech-savvy, and can be tricked with pitches involving charities, government programs, Medicare, or “urgent tax issues.” In one simulated email, seniors were told their Social Security benefits had been suspended and were asked to pay $499 to restore them. Others were invited to click links for “exclusive savings” or “new senior discount programs.”

Daniel Frank, a 71-year-old retired accountant in California, clicked on one of the test emails. His take: “AI is a genie out of the bottle that we really don’t know what it can and can’t do.”


Why should you care?

Because phishing is the gateway scam. Once a scammer tricks you into clicking, they can steal personal data, drain bank accounts, or install malware on your device. Seniors in the U.S. alone lost $4.9 billion to online fraud last year, and AI-driven phishing threatens to make that number skyrocket.


So how can you protect yourself?

  • Be skeptical of urgency. Any email telling you to “act now” or lose money/benefits is a red flag.
  • Check the sender. Look closely at the email address—fraudsters often use near-identical lookalikes.
  • Don’t click links. Go directly to the official website by typing the URL yourself.
  • Report suspicious emails. Use your email provider’s “Report phishing” feature and forward IRS or government scams to phishing@irs.gov.
  • Talk it out. Before acting, share the message with a trusted friend, family member, or community fraud helpline.


Quick Tip: Did you know the FBI ranks phishing as the number-one cybercrime in America? If an email feels off, it probably is.

Pro Tip: Bookmark official websites (IRS, Medicare, your bank) so you can bypass sketchy links entirely.


Stay safe, stay informed, and remember: when in doubt, your “delete” button is your best defense.


Keywords Defined

  • Phishing: A scam tactic where fraudsters trick people into revealing sensitive information through fake emails, texts, or websites.
  • Generative AI: Artificial intelligence that creates text, images, or other content based on prompts.
  • Chatbot: An AI program that interacts with users in natural language, like ChatGPT or Gemini.
  • Social Engineering: Manipulating people into giving up confidential information instead of hacking systems directly.
  • Deepfake: AI-generated media (images, audio, or video) that imitates real people for deception.

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