I would advise reading more, if you can. Not just other localizations, but books or written media in general. Try to pay attention to how they're written, how characterization comes across. You're correct, localizing something is more than just having comprehension of the source language. If you can't adequately pen something in your target language then you're throttling the potential of your output. It certainly does come with experience, this much is true, but also be careful not to fall into the trap of getting caught in a same-style spiral. If you consume a lot of older translated media, for example, your own style may end up getting caught in bad habits. I think variety is key here, keep a broad and open mind for what you can do with the text.

I'd personally just advise playing it as blind as you can at least on your first couple runs. See where you can go, what events you can reach. The game itself is very freeform, stuff is deliberately obtuse and missable, but that's part of the experience. Each character has a good or bad fate after each ending depending on your actions. Kichikuou was designed to be "the game with everything in it" and that can be quite overwhelming, but in my experience just rolling with it is a fun thing to do. Obviously if it wears on you after a while you can start looking up how to do certain things or get certain endings, but I think it's best enjoyed unclouded for at least the first few runs.

[Mildly Long]
I watched it and while it was decently researched, many of the sweeping statements fall flat to me as someone more specially invested. To begin with, the central thesis of the video is flawed. Though it cites Tokimemo 3 as the death knell for the genre (granted he admits toward the end this was more of a clickbait), dating simulation was already on the path of decline by the time it released due to a variety of factors not limited to but including:
-Windows PCs becoming more accessible, which effectively throttled the market for console ADV games (which heavily relied on stat/raising elements to retain interactivity)
-Key and Leaf effectively cornering the bishojo/galge market starting in the early 2000s and producing hit after hit, which created more interest in games with curated narrative
-A general trend of market oversaturation and gamers wanting to play different types of games as the industry continued to expand

More importantly than that, however. It fails to account for Tokimemo Girl's Side, the otome branch of the series. The first game in that series came out after Tokimemo 3, and it was a mega hit. It was so successful that it ended up taking the scene by storm, and there are still various otome games that release nowadays with those traditional stat raising and schedule planning features. Ignoring the women-oriented market here is a significant misstep, I feel. The different target audience doesn't mean those games aren't part of the simulation genre. While they're slightly less common than they used to be, they were releasing otome games with full mechanics right through the Vita era, almost a full decade after the release of Tokimeki 3.

Even setting aside the ignored otome aspect, it would be stupid to ignore Amagami which released in 2009 and spawned not only a successful game franchise, but a multimedia network of anime, manga, and Drama CDs.

I agree that the west hasn't really embraced or engaged with this particular genre in the way it should be, but to claim it ever truly died, especially as early as 2001, is somewhat deceptive. Anyway this was written pretty much off the cuff and off the top of my head, so I could be missing some better examples. For a video specifically about Tokimeki 3's failings, it was fine. For a video about the genre overall, it was lacking.