Hi @Todd Funasaki ,
Details on how to change the sort order for comments can be seen in the following KB article, Noting that this currently does not work on the New issue view, more info on that below:
So if you are using the New Issue View you can disable the new view to be able to use this feature by selectin the Jira Settings option under your Profile Icon in the lower left:
And Deselect this option under the Jira Labs Section:
Once disabled the option noted in the KB will take affect for your profile.
Also the Feature request we have tracking interest in adding this functionality to the new issue view is being tracked at the link below, please make sure to add a vote to the request if this is affecting you and feel free add any feedback you have on the feature as covered in the "Implementation of New Features Policy" :
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