I always rip the tail with the tail stripper and I don't know why. Any advice for me?

Never happens to me. Is your stripper Sharp?

Tail stripper not tail Zipper.

On some of the bigger coon I find I have to split them a little further down before pulling them.

And I pull up on the skinned part with more pressure while putting light downward pressure. I don’t know if it is right, but it works.

Pull up on the tail bone, not down on the stripper. Another way of saying it is hold the stripper stationary in one hand and pull the tailbone out of the skin with the other hand. I used to use a couple of hardwood sticks as the stripper on squirrel. Hope this helps.
And I've noticed a couple of different locations for the blade in the zippers. One cuts up from the inside against the hide, the other cuts down against the fur. The second type clogs with hair and doesn't work well at all.

When you pull,pull the bone out of the fur ,not the fur off the bone.

That is what I was trying to say. What CMCF and BOCO said

Its kind of hard to explain but do a few and you will get the hang of it.With fur handling repetition is the teacher.

the old first 1000 are the hardest.

When I open my coon I cut down the tail from the base to about 1/3rd to 1/2 of the way depending upon where and if there is a scarred portion of the tail. When I skin I then peel or skin the tail from the base to where I can put my fingers in and pull down until the tail is open where my tail stripper tool fits and I pull out all the way. I leave the tail that way until if flesh and then I finish opening with my opening knife. I don't use a tail stripper or zipper etc.
Very rarely break or cut off a tail this way.

Bryce

Here's my video on it. Tail starts at the 6 min. mark...

Cut the tail to the bone-- that helps a bunch.

it's a lot easier to start your knife cut from about 5" down from the base of the tail and then make your cut towards the base of the tail. You have way more control over the cut that way. Then just skin out the tail for that distance.