Greetings @SamRoche,
Welcome to the giant rabbit warren of handloading. I had a look on the Lyman site and I think that the trimmer you have is the Lyman version of the Lee. The pilots should give you good results without measuring but you do get a feel of when the trimmer stops cutting after a while. None of your case lengths are over max so you don't have a problem. One thing that may help is to chamfer the cases inside and out after trimming and then trim again which may give a more even result. Lyman has a how to video that you can watch.
Please find a mentor before you start putting your loads together. They will help you set up your kit as there are a few traps for the unwary most of which I have encountered over the years. There is plenty of pressure tested load data available from the likes of ADI and Hodgdons plus others. Please ask if you want suggestions. The .308 is a delight to load.
Regards Grandpamac.
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