There are people who don't read formal documentation but do read logs, after all.
If the advice is the same over and over again, then yes, give the advice over and over again. I wouldn't want to assume that someone has read every line of the logs, or has started to read top-to-bottom, so the advice should always be among the most recent lines in the log, and the only way to ensure that is to give the advice again each time the error happens.
There are people who don't read formal documentation but do read logs, after all.
If the advice is the same over and over again, then yes, give the advice over and over again. I wouldn't want to assume that someone has read every line of the logs, or has started to read top-to-bottom, so the advice should always be among the most recent lines in the log, and the only way to ensure that is to give the advice again each time the error happens.