A software system and service for facilitating organizational testing of employees in order to determine their potential susceptibility to phishing scams is disclosed to evaluate their susceptibility to e-mail and Internet cybercrimes such as phishing. The e-mail addresses of a client organization's employees are provided to the system, a phishing e-mail is created and customized, and a phishing e-mail campaign in which the phishing e-mail message is sent and the responses to the phishing e-mail is monitored, and the results of the e-mail campaign are provided for evaluation. The phishing e-mail may optionally contain attachments and various types of probes and “call home” mechanisms.
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