I use Stihl Rapid Super chain on my MS261 and MS461 saws. I sharpen with a Stihl file guide and a Husqvarna depth (raker) gauge. The file guide keeps the file where it should be on the tooth and there are 30° angle lines on the gauge that are easily lined up with the bar by eye. I use the hardwood side of the raker gauge as I mostly cut hardwood. I prefer the Husky raker gauge over the Stihl gauge as it not only sets the raker depth but it also slopes the raker. The Stihl gauge, on the other hand, leaves the raker flat and requires that you file the slope freehand. Having to file the slope separately adds time and increases the variance across rakers. The Huskey gauge also sets the raker height to it's mating tooth instead of setting it to the height of the longest nearby teeth like the long Stihl gauge does. I'm not shy about replacing files.... buy them by the dozen and when they don't cut well I throw them away.
At first it was difficult for me to tell if a tooth was actually sharp... and I fell into the nonsense of taking the same number of file strokes on each tooth. I finally realized that once the tip was sharp I was done with that tooth and the stroke count was irrelevant. My chains cut a lot better and I got more life out of them after that as filing away all the teeth to keep them all the same length was nonsense in respect to how it cut... Each pair of tooth and raker works independently of the others though it does take a "left" and a "right" tooth to make the chip. Even having a missing tooth due to damage doesn't materially impact the cut quality.
Making sure both "sides" are equally sharp is important also... else the saw will tend to make crooked cuts. That has a bigger impact than equal length teeth in my experience. Folks tend to sharpen one side well and the other not so well... I turn my bench vice so the jaws are 90° to the edge of the bench and leave the bar stick out over the floor. I can then sharpen both sides consistently by standing on both sides. That technique is a lot easier than filing strong handed and goofy handed.
I also have rip chains and a Granberg Alaskan mill. Other than the angle (10° vs. 30°) the sharpening process is the same. Adding a winch to the mill has a much greater impact on the smoothness of the cut than does having equal length teeth... this as it aids in smoothly moving the chain through the wood. BTW, that's a 28-30" wide ash in my thumbnail.