This is right in my wheel house, so to speak. You do some really fine work. You have a new follower.
I too am using more than one tool bit.
I initially looked at the width of my tool blank which was 3/8 and I wanted my knob to be 3/8 so I tried doing the entire knob with just one and that was a disaster, to say the least. No matter what I did to improve the cut and eliminate issues, nothing helped. So, changed my thinking to use two, one for the front and another for the back. The back TB cuts a slight shoulder and the back end of the teardrop. The second does the rounding of the front and defines the cutoff point. (you'll see from my photo's when I post them)
I notice that you have quite a bit of tool and stock stick-out. Many have suggested minimal stick-out for both. Doesn't that alone cause you issues?
I'm not familiar with a Sherline lathe and it's rigidity. My mini lathe needed quite a bit of work to eliminate the majority of the slop in the carriage, cross-slide and compound-slide. When I first acquired it, the first time I experienced a dig-in, I thought the entire carriage was going to come apart - everything suffered, even bent the compound slide shaft.
I cannot attach photos at this time but will attach photos of my tooling and setup as soon as I can.
Thank you very much - this was an inspiration to not give up and simply expand the tooling used to make each TB do less work.