In an era of digital technologies, school districts find themselves on a cutting edge, one that slices both ways. Technological tools like the Internet, e-mail, networked computers and such have revolutionized the way children are taught and schools are run, but they also have created new management challenges and ethical issues that many school systems are only beginning to recognize and address. For example, a tech-savvy district these days has the ability to collect, analyze and disseminate reams of data on everything from neighborhood demographics to individual student histories. That's useful stuff for administrators seeking to find the biggest bang for their budget or for a teacher trying to understand why a particular pupil isn't doing well academically. But what happens if that information gets into the wrong hands or is used for unlawful, unauthorized or simply misguided purposes? These are questions that keep some educators up late at night. The problem, according to several authorities, is that these questions don't keep enough educators up late at night. This article describes some high tech horror stories, opinions and ethical emphasis for technological education tools.