For estimating hours, you can use a field called "Budgeted Hours." The work column won't do in this case since it will roll up from sub items (work will be grayed out). As for setting Job Title rates, all you need to do is select a milestone and then go to Misc >> Prices and Rates on the ribbon. Here you can select the Job Title or rate for each resource for everything inside of that particular milestone or phase.
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