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smokeCigars, Gadget

the expensive one earned it

September 8, 2026

By Brian Fenn

the expensive one earned it

The most expensive thing in my humidor turned out to be the best thing in my humidor, which is the least interesting possible outcome, and it happened anyway.

Last week I asked you about the cigar you expected nothing from. The underdog. The one with the cartoon band that outsmoked the stuff I paid real money for. Then I went out on the deck and the blue chip won.

The E.P. Carrillo Pledge Prequel. $22.99 at Broadway Cigar, a box-pressed 5x50 robusto that Cigar Aficionado named its number one cigar of 2020. It arrived pre-approved. It is exactly what a guy four months into this buys when he wants somebody else to tell him what is good, and I have been quietly embarrassed about owning it.

Sara and I were out there over an hour. It got cold the way September in Portland does, right after the sun drops behind the neighbor's trees. I peeled the band off and kept going, and then kept going past the point where that was a good idea, until it was too hot to hold. 4.5 in the log. Ties the best things I have ever smoked, and it is the only one on that list I would have felt sheepish recommending.

I still cannot tell you what it tasted like in the vocabulary people use for this, and I said last week I would not try. What I can stand behind: I did not put it down, and I burned my fingers finding that out.

the part I got wrong

Two weeks ago I wrote a rule into my own spreadsheet, in capital letters, feeling very pleased with myself: guillotine every box press.

I thought I had earned it. Same cigar, same box, three days apart. V-cut, it was a 3.5 and pulled like a straw with a kink in it. Cut flat with the guillotine, 4.5 and I ordered more. Clean little experiment. Case closed.

Except the Pledge is a box press too, and I V-cut it, and it was perfect.

The difference is not the tool. On the bad one I ran the V across the skinny face of the press, which is the smallest opening that cutter can physically make. On the Pledge I ran it down through the wide section instead. Same cutter, same shape of cigar, opposite result. The variable was never box press versus round. It was which way I was pointing the thing.

Which is a worse rule and a better one. Worse because "guillotine every box press" was tidy and I liked saying it. Better because it is true, and because it means the good cut was there the whole time and I blamed the cigar.

or maybe it just sat there

Here is the other fact I cannot separate out. I bought that Pledge on July 17 and smoked it on September 7. 52 days in the humidor, the longest rest in the log by a wide margin, and I only got there by forgetting about it.

Which sounds familiar. It is the same argument I make about buying from people I trust and then leaving the bottle alone, and the same one the three year old orphans make every time one of them beats something fresh.

So: did it win because it was expensive? Or because it sat in a box for seven weeks while I finally pointed a cutter at it correctly? Sample size of one, no way to pull those apart. That is the honest state of roughly everything I know about this so far.

I had two of them. I have zero. That is the review.

Brian Fenn

Food, wine, and the slow work of getting better at both. About

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