As with many investors, ‘record high’ alerts popped up on my phone continuously last week:. First, it’s important to remember that record highs for the stock market occur constantly. In the 1990s, for example, the S&P 500 averaged 31 record highs per year. But what is concerning is any reflexive assumption that the winning streak will end simply because it’s lasted. Keep these gamblers in mind the next time a ‘record high’ alert flashes on your phone.