I answered a question about creating an artificial volcanic island recently and I'm going to reuse some of that here.
So the problem you have in both cases is that it really takes the perfect storm to cause an eruption at all and even if you do All the right things, there's no guarantee of if or when an eruption will trigger. That said;
Nuclear Bomb - This would need to be delivered deep into a theoretical magma well to work. The idea being that the the explosion in the magma will cause it to continue to erupt. This has not been tried, though volcanoes flows have been bombed on several occasions throughout history (Hawaii x3, Etna x1) to no effect.
Drilling - The idea behind this is that the by doing so, you would release building pressure causing the magma to flow through the hole created. This actually happens occasionally with current active volcanoes to little effect except some unexpected damage to drilling equipment. The drill hole is just too narrow to transmit the force of an eruption. Most mantle drilling boreholes are only 30cm wide.
Water Injection - Magma will also erupt explosively with the addition of outside water, this is what happened with Eyjafjallajökull in 2010. If the right ratio of water-to-magma exists, then the explosive mixing of magma and water can be self-sustaining, meaning that the explosive eruption will continue propagating until the supply of water or magma runs out. However, too little water means that you likely don’t sustain the explosive mixing, too much water and you quench (solidify) too much of the magma.
Think of a volcano as a bottle of champaign. When you pop the cork some less dense liquid is going to rise up until it hits level with the surface - like the lava flows of Kilauea. If you want a properly explosive eruption you want to make bubbles, Lots. You could decompress the magma (forcing gas to leave the solution), you could crystallize minerals to concentrate water and volatiles in the remaining magma or you could heat the magma with a new intrusion. Once you've created bubbles, you need to concentrate them at the top of the magma. Back to our bubbly - think about what happens when you shake that bottle before popping the cork.
So, as Monty Wild has illustrated very well, the Yellowstone caldera is HUGE. To get enough energy pushed into such a huge system to make it volatile is going to be a huge obstacle.
The second is that to have a hope of making something happen, you need a magma well which is already looking ready to pop. This might be high levels of volcanic gases, shallow earthquakes, deformation of the volcano. You want something “primed” to go. While Yellowstone does have a lot of geysers - the book you link states these have no associated volcanism. The Preliminary Assessment of Volcanic and Hydrothermal Hazards in Yellowstone National Park and Vicinity further states that there are also questions over how much magma under Yellowstone is even liquid, how well the liquid that remains is interconnected and is even eruptible. This doesn't make for a great target location to try a man-made eruption.
Putting that aside and assuming that there is a sizable magma well to work with, you would then need to figure out a way to release the lithostatic pressure keeping the “cork” on the volcano so that the bubbles can form and at the same time rig up a way to introduce enough water to create some explosivity.
Delivering a Nuclear Bomb into the magma well doesn't address the pressure issue or remove enough of the overlaying rock matter to release the lithostatic pressure. Drilling into a volcano is too small - like poking a pin hole in a balloon. Both of these options are thinking Far too small.
So, we know what we need to do - but how could we do it?
Lets start with high explosive charges just below the surface of the rock bed to get rid of the land above our magma body. The resulting shaking may even help shake bubbles free in the magma, while more bubbles release due to the release of pressure. If the pressure increases enough the weakened roof may give way above the magma body which would allow decompression. Doing this under Yellowstone Lake would probably be best as it would allow for a means to introduce a large body of water when the roof of the magma well gives way - However, Ideally you would need to find a way to bring water from else where to add to the mix as I suspect that as large as it is, it will not contain enough water to create a meaningful amount of explosive mixing given how much magma is believed to be under Yellowstone. Also, this is all going to take a lot of time and activity which would probably cause questions, protests and all manners of discontent.
Seems like we have a pretty good set up, right? Eh, Kinda. Remember this is all theoretical and no one really knows how long it might take from the trigger of an eruption to get the actual eruption itself. Looking at history, there are no good indications. Mount St Helens (1980) blew seconds after the earthquake and landslide that triggered it. In Chile volcanoes have triggered months to years after the large earthquakes thought to have triggered them. There are many types of triggers which can lead to volcanic eruption and they tend to be unique to each volcano and the geology/geography of the area. furthermore, volcanoes more often than not do not erupt when triggered. Its just really complicated process that we don't really know much about. Its a lot of trouble to go to with no guarantee when or if you'll get the reaction you're hoping so. You might even prevent an eruption rather then speed it along.
Unlike the volcano island scenario, this is really just not feasible. The scale is simply too large to be manageable.