It's possible very important things happened on those days.
But so far all we have is him saying specific dates will be extremely important. And then later confirming that major developments happened on those days
I definitely do think he has sources and knows things...but I also think he's had some misses and doesn't know everything. The bigger issue is that he often says "things are happening and if you wait long enough, you'll know what I meant".
And while that's great from a humility standpoint and I personally respect it, I'm not sure how informative it all is when the big takeaway ends up along the lines of "important things happened, just wait and see"