OVERVIEW:
         I love how you capture the tone of early American folk tales. The narrator has all the colloquial charm of an old man telling children about the ol' day while they drank Coke out of glass bottles. All that added with the sense of humor running throughout makes this a great piece. I also got the feel of some Native-American folklore out this piece, with the characterizations of Months, Winter, etc.
         The lines about Silver Sam where fantastic. His dialogue with Winter was also great. The Silver Sam character fits in well with other American folk tales figures like John Henry. To go on a tangent, and perhaps read too much into the piece, it's nice to see entrepreneurial spirit highlighted as a positive thing. The salesman is always a sleeze-ball, corporations are evil, these are common threads in literature. You showcase the hero slick-talker to helps everybody and has the foresight to profit off the whole ordeal. That's the quintessential ideal of what American is.
         The only create I really have is in regards to the prevalence of run on sentences in the first few paragraphs. It may match the narrative character of a rambling story-teller, but it's an unpleasant cadence. You might consider varying the sentence lengths in those first two paragraphs a little more.

         Also you might consider having a little character progression with winter. Maybe have some hindering force behind it not showing up, and having Silver Sam help Winter overcome. Perhaps Winter didn't feel capable of replacing Summer. The way it is now there's no set-up to the solution. I don't feel like the end is tied into the ending neatly.
         Now that I think about, Silver Sam's a go-getter. He's out there making sales happen, not waiting for them to. He should approach the Houstonians and offer them a solution, at least in my opinion, of course.

SPELLING and GRAMMAR:
Those Houstonians were a tough old sort, and they’d learned to tolerate the heat just fine, but even for them that summer was a scorcher, and so they stayed inside most days and waited for Fall to come.

...Jehovah’s Witness who came evangelizing to his porch one afternoon.

He searched high and low, up and down, crossways and sideways