Looks like an excellent start, to me. No obvious bugs after finishing twice.
[hopefully] helpful comments:
"Picture" events don't seem to do much beyond lose you a rep or two, on rare occasions, and only from the gym. Is that true?
Money isn't balanced. It's pretty good in the first 5-10 years, when you really need to consider what to use it on, but from then on you hit the point where you literally can't spend it fast enough. Likely solution: get more stuff to buy, perhaps through building expansions.
On that point, you can't expand the school... I'm assuming this bit is still in development?
I'm not sure it's possible, or even desirable, to get all the teachers. I certainly never came close - and I found that getting a new teacher was more annoying than helpful once you had ~4 of them, since they were untrained.
No new classes yet? Or rather, you can't get any but the starting ones?
Interface seems pretty intuitive and mostly smooth, while following the original HHS 'feel'. Definite plus on that point, IMHO.
Nice job on finding some new pictures that blend well with the old ones.
My general feel is that it's very good, and even as-is it's playable. It's a little sparse, but at least a person will sit and play through the whole 20 years. I can't wait to see what this becomes in another couple months.