The darkroom is harder to get a good print. Digital is harder to get the perfect print.
Here's why. In the darkroom, the skills sets required are limited, but many. There are a lot of variables you can play with, but they're pretty much all stuff you can do by hand. Dodging and burning. Adjusting the contrast. Adjusting the development. All of that stuff is pretty intuitive, though it takes some patience, experience, and skill to get really good at. But the concepts are easy to understand, even if their execution isn't.
In the digital realm, it's as easy a hooking up a printer, loading paper, and clicking the print button. However, if that print isn't satisfactory to you, then you start down that rabbit hole of the behind the scenes technical mumbo-jumbo. Next thing you know, you're comparing perceptual vs. relative colorimetric, with and without blackpoint compensation, ICC printing profiles (at both the printer level and document level), calibration sets, drivers, RIP software settings, yadda, yadda, yadda... It gets crazy complicated really fast. Half the time, I give up and just print one that looks okay, and then try to correct the print at the file level with Photoshop rather than going through the all of the driver level settings and all of the behind the scenes stuff (which is what I probably should be doing). And even then, messing with curves tool in Photoshop can be a nightmare sometimes. You either spend years with your head in technical jargon books, or learn to tolerate "good enough".
So that's my take. The darkroom is harder to get good at. The digital printer is harder to master.