I've found this arc a little boring, but damn if there isn't some amazing parallelism going on between the heroes and the villains. I feel like the author has done this in nearly every arc, putting Deku and Shiragaki on similar trajectories. The whole arc seems to be about the importance of planning for the future - Deku enters an internship with Sir Knight Eye who is famed for his ability to see events before they happen, and Shiragaki enters into a partnership with Overhaul who tells the League of Villains that they lack any kind of planning or organization. But underneath that, there's a struggle that exists in both storylines: the conflict between the rigid inflexibility of meticulous strategy vs. the ability to trust your instincts and rush in blind.
This struggle has shown up in all of the fights so far; it was particularly evident in the Kirishima fight where the villians had boiled down the fight to "sword and shield vs. shield and shield", only to get fooled by the fact that they were fighting a hero that was both sword & shield, as well as Kirishima's ability to shield more than anyone thought. Both Sir Knight Eye and Overhaul are meticulous planners, but their plans are getting foiled by the sheer drive and instinct of their opponents. It makes perfect sense that we'd get both Toga and Twice in this arc, because both of those characters have deceptive powers. You can't plan against them because they can both mimic their enemies and make doubles. At a certain point you have to trust your gut against them rather than rely on an overarching plan.
The conflict became super obvious when Overhaul begins explaining shogi to Shiragaki: you can see the difference in how the two behave and, more importantly, how they see their comrades. Overhaul sees Toga and Twice as unpredictable and difficult, while Shiragaki thinks their unpredictability is a strength. Either way, it's clear that Shiragaki is learning from Overhaul, and this whole experience is bound to make his group stronger. I mean, heck, Toga even treats the whole thing like an internship, which is a pretty obvious parallel to what the kids at UA are going through.
But where does this all lead in the end, especially for Deku? It's hard to tell, but the entire arc seems bookended by the the conflict between Sir Knight Eye and All Might. Again it's Sir's meticulous planning vs. All Might's reliance on gut and instinct. If everything went according to Sir's plans, All Might would have gone with Mirio as his successor instead of Deku. Instead, All Might went with his gut and chose Deku. And really, this is a broader theme that applies to the whole series - the idea that society can plan for an ideal, optimistic future all it wants, but in the end, there are an infinite number of unpredictable problems that can happen. The future generations have to figure out how to balance planning ahead while also developing their instincts. It's a good setup: there's not a right or wrong to it, it's just an awareness of that struggle. MHA has always shined at showing societal problems as they are, not necessarily as a "good or bad" situation with an easy solution