More people will think like this if there is a large body of stories involving great criminals with an unlikely frequency of minor harms and inconveniences in their past. Therefore, the set of ideal punishments for future crimes should be increased to include instances where the punishment is likely to be recorded for posterity (the exact set would be determined by the relative harm of the punishment and the contribution the punishment makes to the body of stories). If you would be the only person ever in the position to punish for past crimes then the body of stories will never happen and so the punishment is not worth it. If, on the other hand, many people will be in your position but those people may or may not carry out the punishment then it may make sense to choose as if you are making the decision for all those in that position.
This is a really complex calculation though and depends on things like the frequency with which future punishment will take place-given that you choose to carry it out in this instance, the direct harm of the punishment, the effect of punishment in spreading the belief in past punishments and the acausal deterrence effect the consideration of past punishments will have for those considering whether or not to commit a crime. Without having any of that information the answer could be anywhere between "never" and "always".
More people will think like this if there is a large body of stories involving great criminals with an unlikely frequency of minor harms and inconveniences in their past.
In this hypothetical society, how would/should you react if you were the target of an unlikely frequency of minor harms?
Here's an edited version of a puzzle from the book "Chuck Klosterman four" by Chuck Klosterman.
When should you punish someone for a crime they will commit in the future? Discuss.