Jesus, you don't ask for easy answers, do you? Ugh, so if I remember the last game right, it ends pretty much with you Lance Armstronging your way to getting Sarah that Tinymon tournament championship, and then you sleep with her. That's the questline that sticking with me as unfinished still, anyway. Supposedly, this coming update is Sarah focused, and that's where you'd catch up to the second part of that, (we've done everything with her but sex so far). No idea if it still features a Tinymon tournament or if that's just something that gets you starting in on Sarah's questline. I mean, you're still collecting cards to make her deck, but it may not work out the same way if it does get added this update. Comparing the revamp to the original is kind of like comparing apples to a... 13" Macbook Pro. I mean, technically they're both "apples". Scroll back about a dozen pages and you'll find a discussion on how much Laura has changed, and most of that just concerns how much she's changed between versions of the Revamp.
In the revamp some characters have been renamed, completely rewritten, or even removed entirely. Some questlines finish earlier, or drag on later. You really have to play it yourself to see. The old walkthroughs are almost useless with the new version. I gave the last half dozen people who asked your question a hard "Maybe". Its just impossible to tell what you'd consider "caught up". Some of the quests go well beyond what was in the original. My last full run-through was 50 hours of playtime. Not only was I save edit cheating, but I also copied over the original clock event from the old version into the second floor wall of this one so I could time travel everyday.