Would earthquakes be susceptible to butterfly effect? Historic earhquake data might solve the issue.
If he can leave a bunch of computers in the past and there is a strong enough incentive to keep them running indefinitely... could he have software on those specific machines that will produce an output every so many years?
Would there be a plausible defense against the stewards of the machines being able to reproduce the computers state and fast-forwarding it on a faster computer?