Cool illustrations, bucketstove!
OP, do you mean your tips don't come out "pointy" or do you mean the edge bevel right at the tip is not fully apexed (or both)? No doubt that tips are always tricky and you have to be extra careful with the Work Sharp because when you start focusing on the tip you can easily overdo it and make matters worse.
I use a WSKO and sometimes when I'm finished with my initial sharpening the tip is fine, but oftentimes it needs help. My habit is to then work the tip by hand. If the edge bevel at the tip isn't fully apexed, I might address that with my Sharpmaker. If the tip isn't pointy enough, I like to use the little DMT diamond credit cards (sandpaper will also work). Addressing the tip by hand means you can go slowly, checking your work with a loupe, and get the job done without the risk of an "Oops" moment on the Work Sharp.
Andrew