2nd half of September is when the forces are really becoming equally opposing....always a fun 2-3 weeks between about 9/20 and 10/10. He will be pimping a 70F on 9/23 but at the same time really struggling with the clown range models showing -5C 850 temps over New England in early October....it pulls him like a strong gravitational force.
You can start to tell that while on the outside, he is still pimping that 71F dewpoint on 9/23, it doesn't have the same enthusiasm to it that it did a month earlier....it's kind of empty and going through the motions. His eye is really starting to turn to that first cold shot in early October....he's just dying to mention that we may see a few flakes in the high terrain too, but can't quite bring himself to say it yet.
Then usually by Columbus Day weekend, the transition is complete. It's pimping highs in the 30s and 40s as normal October weather while scanning for snow chances....references to October 2009 and 2011 start to appear. By Halloween, we're turning every cold shot into a chance for flakes and even some accumulation....November is going to be a November of yore where snowpack supposedly started on 11/10 and never melted until April....perhaps "yore" meaning the ending vestiges of the previous ice age...but that is beside the point. It's gonna happen this year.