You are stating that the status shown in SSRS... so you are using a custom built monitoring solution in SSRS for those jobs or at least that one report is created for those purposes...
Maybe you can check with the creator of that report why that report shows only the report of the "first" run on that day and not the "latest"? Maybe the sorting of the result is wrong in that report?
How should we advise you how to update that status if we don't really know what you are doing or using to get that status?