Speaking for myself, I probably won't make additional dating sims for some time as I'd like to refocus on my backburnered personal writing projects on AO3 for now (gotta finish some of these before the dementia of my 40s fully sets in lol). I would absolutely love to see mods for this game or a new game from a different development team, though! I would definitely play them!!! :D
[Spoilers for the game below]-----------------------------------
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You can only get to that line if you have spoken with Vasily before interacting with Ogata during Weekend 2. Basically, Vasily will tell you that Ogata cheats at FPS games, and then you can follow up on that in dialog.
If you are having trouble getting to Ogata's third event during Weekend 3, I would recommend bullying Yuusaku. I left the function in as a kind of "dev cheat" to beta-test his route, so you can build up several points from that and bypass the need to do everything perfectly if you miss a couple things.