Do marketers know what we want better than we do?
With the wealth of data at their command, marketers can target consumers with uncanny precision, offering tailor-made deals at the very moment people seem most willing to buy. Will this trend result in more sales and more satisfied customers?
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To avoid being stale and static you might want to mix your general strategy with occasional, somewhat-related ads, especially to try to learn more about the consumer - e.g. ads for parkas along with the winter vacation ad, and maybe an ad for Hawaii too.
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You're setting up a strawman argument - excess is rarely the answer to anything. The answer here is clear: have some of the stcok custom tailored according to good algorithms, and have some well-picked variety as well. And that also answers your "other drawback".
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In the early days of the web, many consumers saw this type of behavior as intrusive. Today they're seeing it as seamless part of the web experience. Advertising has its place with the consumer as long as it connects with them creatively and with relevance.