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Bad Actors Exploit Apple’s iCloud Calendar for Phishing Attempts

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Escalating Phishing Tactics Utilizing Apple’s iCloud Services

With the advancement of email fraud filters, cybercriminals are now utilizing Apple’s iCloud to circumvent these protective measures and distribute phishing emails.

As reported by BleepingComputer, malicious entities are dispatching deceptive calendar invitations that falsely suggest a recipient’s PayPal account has been
charged hundreds of dollars. These messages direct victims to inspect purchase receipts.

The goal is to prompt the targeted individual into contacting a fraudulent customer service number to contest this alleged charge. During these phone calls, criminals attempt to convince the victim to install software that provides them with access to sensitive personal and financial information, thereby facilitating malware installation.

Phishing Through Trusted Channels

This kind of callback phishing scheme is not novel; however, email filters are progressively more adept at identifying such messages. What sets iCloud-based attacks apart is their legitimacy: they originate from Apple’s platform and appear to come directly from a Microsoft 365 account controlled by the perpetrators.

Because these emails emanate from legitimate Apple accounts and then get relayed through Microsoft, traditional red flags fail to trigger. Consequently, such attacks have a higher likelihood of bypassing user suspicion due to their apparent legitimacy.

Suspecting All Communications

Impersonating well-known brands like Microsoft, Apple, Amazon, and PayPal has been a standard practice among cybercriminals. Initially, such attacks were easier to detect due to typographical errors or grammatical inconsistencies; however, as phishing techniques have become more sophisticated, discerning them has become increasingly challenging.

These tactics are frequently paired with social engineering, where urgency and immediate action are emphasized. The combination of seemingly genuine messages and aggressive persuasion is often successful—especially among older consumers,
as evidenced by a recent study.

Moreover, there has been an emerging trend where cybercriminals exploit vulnerabilities within organizations’ platforms for financial gain. For instance, bad actors have
solicited phishing requests through PayPal’s legitimate interface, which can appear highly convincing.

In light of these evolving tactics, users must remain vigilant about all unsolicited communications, particularly those that demand immediate action.

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