Good work. I had assumed Office and Wine had been an unsolvable problem due to how long it had been around.
What specifically breaks? My understanding is that the modern version of Office is in reality a combination of many things: the licensing layer, the .NET bits, the Click-to-Run packaging, and finally the app. If it turns out that the real hard part is the licensing/activation flow rather than the app itself, that is a more interesting discovery in that the problem is less about the app itself and more about how the distribution works. Which might also explain why it got easier to tackle.