That's Donald Sutherland. I'm guessing from either the original MASH movie or Kelly's Heroes.
Now, back to the OP. I'm going to offer a counter-argument to more more more. I feel one of the issues with newer smokers is trying to absorb the giant pipe smoking learning curve all at once, or at least in a very short period of time. More isn't always better, and in this case, a great number of options is not the best route. I'd recommend a more focused method. I'd hit each category of tobacco with a single representative. A burely. An English. A straight virginia. A virginia/perique. An aromatic. et cetera. Take mental notes, if not written ones. Chances are that you'll really take to one or two of them, and as/if you do, then dive deeper into that category. Unless you have a terminal illness or plan to die soon, there's plenty of time to go back and re-visit the lesser categories, and while you develop your smoking technique and palate, you'll be more inclined to enjoy your smokes and fall in-love with the hobby with flavors that easily appeal to you. It won't be a drudge through constant experimenting with things you don't really like. Once you've found your footing, you can then likely appreciate those lesser categories on some level. Of course, it's not a mandate that you have to smoke all categories of pipe tobacco, but if your curiosity grows to outside your wheelhouse, you'll have the smoking skills and developed taste to find value elsewhere.
I think we often give really poor advice to new smokers, encouraging them to try to leap over the learning curve with too many blends, too many pipes, quick to aging and cellaring, and too many options period. Pipe smoking isn't a hare. It's a tortoise.
Here’s a tip.
I’ve been smoking a pipe fifty years, but I mastered Half and Half first.
The giant, evil, wicked American tobacco companies have sold tasty, mild, fragrant pipe blends for a century. You’d have to get up early in the morning to find a better starter blend than the Carter Hall I just bought a tub of for $28, locally.
Carter Hall tastes like Wrigley’s Juicy Fruit chewing gum only it smokes in a pipe.
It’s the only tobacco anyone really needs, but of course you’ll want others after you learn to smoke a pipe.
Your best teacher how to smoke a pipe is you.