Well, in this case his video wasn't so much a review, but more like his own editorial on how a modern engine design by Indian can blow away an ancient engine design like Harley in terms of HP.
Unfortunately, his arguments were mostly his own imagination and not engineering fact.
If I understood it correctly, and please correct me if I'm wrong, his premise was that Indian used modern techniques like overhead cams, water cooling, and square or over-square piston bore/stroke to achieve a substantial HP increase over Harley engines of a similar displacement. What a couple of us have already mentioned in passing, is that he over-simplified a very complex topic to provide arguments that support his own conclusions, but his arguments weren't technically correct.
For example, there's nothing inherently bad with pushrod valve actuation in terms of HP production. GM has been putting high-HP pushrod engines in Corvettes and Camaros for decades, the LS-7 being a good example of that. The reality is pushrods have some benefits, and some drawbacks, as do overhead cam designs, so the discussion on which method is better depends on the goals of the engine design, and its not a simple discussion. But his message was "pushrods bad, overhead cams good", which isn't just oversimplified, its not accurate. His penis references to the pushrods didn't help his credibility either.
Same with over-square vs. under-square, there are advantages and disadvantages to either, so choosing one over the other depends on the goal of the engine design. Again, his message was "under-square bad, over-square good". I think he also suggested that Harleys were under-square because the long pushrods demand that geometry, which is also not true. Again, the LS-7 is an example of a pushrod engine with a nearly square bore/stroke.
Air vs. liquid cooling is a bit easier call to make, no argument there, but it wouldn't make anywhere near 43% HP difference.
But the final fact that he totally overlooked, and was pointed out earlier is how Harley pistons attach to the crankshaft, which is fairly odd, and robs the engine of a lot of HP. When Honda got into the large V-twin engine class in the '80s, they went with water cooling, overhead cam, and a more square bore/stroke, just like Indian did many years later. The result was a substantial HP improvement over Harley. But then, when customers requested that the bike sound more like a Harley, Honda put out a new version with a piston/crank orientation similar to Harley, and the HP dropped back down to Harley levels.
So, anybody familiar with engine design would have realized that the crank orientation was the single most important factor in why Harleys make so little HP, yet he totally missed that point, and his credibility went to zero as a result. The factors he did discuss are all tradeoffs when designing an engine, and are important to consider, but didn't actually produce the cause/effect he was claiming they did.
edit: I did a bit more research on this topic and found a third variation on the Honda engine that I wasn't aware of before, which changes the facts of this story. At the same time Honda introduced the Harley-like crank version in 1995, they updated the original 1985 version as well, and the HP of the non-Harley crank version dropped as a result of the update. So, the crank configuration didn't play as big a role as I first thought. It did cause the HP to drop, but by maybe 15-20% instead of 40%. I still contend that other points I mentioned above regarding pushrods and squareness of the engine weren't necessarily the only underlying reasons for the Harley HP being so low to begin with, but I have to admit that crank orientation was apparently not nearly as significant as I had claimed. It was a significant contributor, but there were other factors that contributed as well that were likely due to some of the things Ryan mentioned in his video, and the fact that the Harley design was antiquated to begin with and inefficient in many ways.
Another point that can be made though with the new discovery of the 3rd engine type is that even when Honda went to overhead cam, water cooling, and a more square bore/stroke, their design produced just over 60HP out of that engine, compared to Harley's low-50s, so its not like making those changes was a night and day improvement either. The fact that they got 78HP out of essentially the same design 10 years earlier proves the one common theme that gets mentioned over and over in this thread, the devil is in the details no matter which engine configuration you start with. Its not what you do, its how well you do it, and that part involves a lot of modeling, prototyping, and testing to optimize a design. Internal combustion design has some theory to guide the design, but there's a lot more empirical data gathering to fine tune the design than in a lot of other engineering pursuits because of the extreme complexity of what happens inside an engine while it runs.