I find it confusing. You read it top to bottom, left to right, a column at a time. Each column is different. Different sizes. Different relationships. It feels jarring, and disconnecting. It feels like their should be a relationship between the element highlighted, and the items on the right.
I'll try to be specific.
The time is highlighted. This seems associated with the next column over, which is also highlighted (at least, compared to the rest of the column).
Next, the top and bottom of columns match up to the next column (or previous column) with the next or previous day/month. Can you scroll through these? What happens to that relationship then?
Where is April 16? 13? Is there an easy way to tell which column they are in without doing math? I can see it's 7 days ahead in the second column, but to find a date, I'm still having to scan both columns quickly to try and find the date. It's in order, but moving from the bottom to the top feels unnatural, and the sizing difference of the rows means I can't just easily/quickly scan.
Which column do I go to to find a date? Let's say I want to find an overview for the week of Aug. 8, the due date of my son. It seems like selecting a single date requires navigation in all columns, or maybe just a few. Once you start moving one column, does it affect all? That destroys relationships between columns, and then it feels like you are playing slots.
If you do keep the association, you suddenly create a problem where moving one column moves all columns. If you don't allow changing the columns (it's simply a view), then you can't use it to enter data and in turn reduces it's value. However, even with just the view, you dedicate 75% of the view to future events, 50% to events more than 7 days ahead.
I do like the progression from left to right. I also like the idea of present information getting a more detailed view while future data get's more concise. I don't think you present it in an efficient manner, but I like were you could be going with this.
TL;DR: Slot Machines don't make good planners. =)
