I've used trailboss, win231 and win 296 for my henry x model, loading for 38 special and 357 magnum. My primary use is suppressed, a wolfman can on the end.
Save the trailboss for something else. For 38 special, win 231 is really good, if not a bit dirty. Seems to run a bit cleaner if you load a little warmer. And by warmer, I don't mean .3 grains away from max.
If you don't have a manual, and if you are only interested in 38 special, grab one of those 'one book, one caliber' books. Not as nice as a hardcover from Hornady, Lyman, or Speer, but contains the same data for the appropriate caliber. In a lot of cases, more data even if you have all three.
For 38 special, I've loaded 148gr and 158gr, wadcutter and semi wad cutter over both trailboss and win231.
Personally, I find that unless you're making butterfly fart loads for use without a can, the trailboss doesn't get you anything. Not that you can get it anymore anyway. It's not officially discontinued, but it might as well be. I hear the plant that was making it can't seem to get their recipe right anymore and they're focusing on other things.
Since it's a lever action, therefor no gas system, getting a good load shouldn't be hard. Of course that depends on what you're trying to achieve. If all you want is to smack steel or punch holes accurately, then win 231 or any other appropriate powder should give you the results you want.
I have tried, and thus far failed, to make a satisfactory 38 special hollow point load. Hornady 158gr XTP HP's claim (per the box) that the recommended velocity is 700 to 1200. In my experience, that box is a liar
I didn't start getting good expansion until well into the 1300 range and wasn't satisfied with the mushroom until it was around 1500. That bullet, for me, makes an excellent 357 magnum hollow point, but sucks in 38 special. Mind you I haven't gotten around to play with that more. I suspect a lighter bullet would fair better, perhaps combined with a different powder that may give me more velocity without the pressure going nuclear.
By the way, if you haven't tried it yet, subsonic 38 special out of a suppressed lever action is "stoooopid" quiet. Like no joke. The bullet plowing into the dirt is louder than the gunshot.
You say 'host'. I assume you're referring to a suppressor host. If that's the case, keep the velocity at or below 1000. Sound barrier is ~1100-ish. That sonic crack is really loud, and completely defeats the purpose of the can. At least if the goal is to shoot without ears.