I agree with @John Loftis. Get the hard work done at 60-80 grit (and like knives, spend a little longer than you think, hidden scratches and whatnot). The rest of the sanding after should go quick. If you want to know what it will look like after oil you can use a spray bottle full of water, and it will help reveal any marks before you move on to the next grit.@captaincaed, I have a thirty year old board I’ve only used for carving roasts that could use a refresh. Edge grain American cherry. What progression? Like knives, 240-320-400?
If it's already oiled, expected to clog the sandpaper. If you have a hand plane, it might make your life a little easier, but if you dig the grain out, it might make your life a little harder. Your call.
would love to see refinished pictures!