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The best thing for me about speaking at the ITEC conferences is getting to meet and talk with small and midsize business people all around the country. Much of what I hear makes sense, but some things surprise me. I pass out a survey before my talks and one topic that always ranks at the top is "How to stay up with technology?" The quick answer, of course, is to keep reading Network World, but there are more options.
First, find a trusted advisor in the technology business. This can be a reseller you've come to respect over time, or a consultant referred by someone you trust, like your accountant or lawyer. Ask the technology person which new pieces of technology fit your business needs. Be specific: tell them how your business works now and ask how technology can help it work better, not just “what's new in computers?”
Don't ask for better or faster computers, ask for solutions to business problems. Some problems directly relate to computer support, such as a better backup system for your files. Other business problems can be solved or reduced by a clever application of technology.
Questions like, “How can I streamline my purchasing process” will need a solution that includes technology along with other parts like employee training. “Where can I sell refurbished products?” will include auction sites, but also may include flea markets, county fairs or export brokers. Some of the answers require constant technology support, such as auction sites, and others may only need technology to find them and begin a business relationship.
Second, look at what your friends in the area, and other companies in your same business, are doing with technology. If you run an auto body shop, the dry cleaner next door won't help you with your specific software programs, but can provide information on general business topics like a better payroll application or service. At the major conventions for your business type (all too often held in Las Vegas), you can talk to others running the same type of business. Then you can see a universe of technology options on the exhibit floor.
Another question attendees always rate high on the survey is how to maintain and secure PCs. This is one reason ITEC schedules a MasterMinds panel of experts during lunch on Thursday, because security questions always rate high. In fact, I always joke that every speech is required by law to address security issues.

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