It's weird because FGO in it's later iterations have consistently shown Ritsuka Fujimura is one of the best Masters around and gets to that level naturally with the entirety of Christmas 2 literally being orchestrated by them using the Servants he knows to get Santa Jalter to realize her true wants and needs.
I have seen people even say that "The Servants command themselves and there's no reason for Ritsuka to act as a tactician" when you can say that about any other Master but that doesn't stop the fact that the Servants themselves only know about their own habits and only a rare few can genuinely think outside the box(and no, Gilgamesh isn't one of them) and that most Masters are genuinely shit when it comes to being... Masters. The entire 5th Holy Grail War was a clusterfuck because no one had any idea what they was doing, even Illya's grand plan was literally "Throw Heracles at the problem, if that didn't work? Just overload him with Magical Energy and make him go harder" because he is literally unable to do anything else, not even his fine-tuned techniques outside of sheer reflex. The 4th Holy Grail War is no better as most of the Masters either are at the whims of their Servants or just hate their Servants and everything they stand for(Even Waver was at the whims of Iskandar for most of it). Apocrypha? Shirou literally takes over the Red Faction and Yggdmillenia don't give a fuck about each other or teamwork(Again, it was literally the Servants doing so and alot of it was improvised and sloppy).
Like Hakuno is legit the only Master on par with Ritsuka that actually has the experience necessary to not be pushed around by their Servants and can bring out 100% of their abilities at all times and you can say they only fail because unlike Ritsuka, they don't get trained by their Servants to really know combat and capabilities(Like it's insane to believe Ritsuka has no strategems when you have the Grail Wars, Scathath, Chiron and other Servants explicitly training them in many different avenues to the point it's an issue for Kiichi Hogen to find anything to teach them) and thus wouldn't be on that point either. Too many people believe a Master needing to be as strong as the Servant means they are "suitable Masters" but that's not at all how that works in any regard(Again look at Tokiomi for where that takes you).