Did you just...try to cram nine years worth of daily posts into one Word doc?! O_O Can I recommend any given notes organisation app instead?! I personally use and love Obsidian but am keeping eyes on open source ones (Obsidian is free and proprietary).

I will get that sense of embarrassment and some kind of shame

I hit this every single time I migrated my blog through different systems; because I could never figure out an automatic migration due to the systems being so different I would end up doing it manually and try very hard to speedrun through my self righteous early 20s era XD You have my condolences :D