Chasing The Unicorn

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September 13, 2026S02E140THE CUT WEEKEND

Hundred-Bottle Raffle Vs. State Lottery Odds

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September 13, 2026

Hundred-Bottle Raffle Vs. State Lottery Odds

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New episode every weekday morning. The Cut Weekend lands Saturday and Sunday.

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This is The Cut Weekend. I'm Franklin. Sunday's when we trade the rearview for the windshield, so here's what's coming and what to do about it. Somebody threw a real question on the porch this week, and it hasn't been settled yet, so let's sit with it.

Does a capped raffle against a named field of a hundred bottles beat the state lottery system for landing allocated bourbon?

Here's where the two sides stand, and neither one has won yet. The people backing the raffle point at the math plainly. A field capped at a hundred named bottles — King of Kentucky, Pappy Van Winkle 23, William Larue Weller, George T. Stagg, Blanton's Gold, all of it disclosed up front — against a fixed number of entries gives you odds you can actually calculate before you commit. Compare that to a state lottery, where thousands of names go into a hopper for a single bottle and nobody tells you how many other names are in there with you. One system shows you the field and the ticket count. The other asks you to trust a process you can't see into. That's not a small difference. That's the whole argument, right there.

The other side isn't buying the charity dressing on it, and they've got a point worth taking seriously too. You're still handing over money with no guarantee anything comes back to you. Call it a raffle, call it a donation, call it whatever you want on the form — structurally, you're gambling on bourbon, not giving with any certainty of return. And wrapping that in a good cause doesn't change the mechanics underneath it. A charity angle can make a bet feel like generosity. It's still a bet.

This is the same shape as the fight we had earlier this week over what actually counts as honest disclosure — the Bottled in Bond argument, the sourced-whiskey argument, all of it circling the same question in a different coat. Is showing your work enough to earn trust, or does showing your work just make the ask easier to swallow? We didn't settle that one either. This is round two of the same fight, wearing a raffle ticket instead of a label.

So here's what to actually watch for, because this is the part worth your attention. Watch whether the drawing produces winners whose names hold up to scrutiny — a hundred bottles against twenty-five hundred entries means somebody's going to ask for the list, and whether that list gets published cleanly or gets fuzzy at the edges tells you a lot. Watch whether the field stays exactly as advertised or whether a bottle or two on that hundred-name list quietly gets swapped for something lesser once the drawing's done — that's the tell for whether the disclosure was real or just marketing dressed as transparency. Watch whether other charities in other states start copying this structure. One raffle proves a concept. A handful of copies proves people believe the concept holds up, and that's a very different signal. And watch the secondary market. If bottles won through this raffle start turning up for resale within days of the drawing, that tells you something about who these tickets actually attracted — collectors playing an angle, not the givers the charity framing assumes. Any one of those moving is real evidence. None of them need a date attached to matter.

Here's where I come down, and I'll own it out loud so you can hold me to it next week. I think the raffle structure wins this argument on the merits, not because charity raffles are inherently more honest than state systems, but because disclosed odds against a named field beat blind odds against an undisclosed one every time the math gets run. The critics aren't wrong that you're still gambling. But a lottery with an unpublished entrant count is also gambling — it just hides the fact better. Between two systems that both ask you to pay without a guarantee, I'll take the one that shows me the field and the count before I put money down. That's my call. If the field gets diluted or the list doesn't hold up to scrutiny, come back and tell me I called it wrong.

Does a capped raffle against a named field of a hundred bottles beat the state lottery system for landing allocated bourbon?

Here's my ask. Drop your own answer in the comments before you see how this shakes out — not after. Say which system you'd actually put your money into if you only got to pick one, and say why. I want to see where the room actually lands on this one, on the record, same as I just put myself on the record.

One more thing before I let you go. The brief carries the full hundred-bottle list this raffle is drawing against, along with the other threads still open from the week — that's where you'd go to check my work. If you think I've called this wrong, that's exactly where you'd go to prove it. The sources are in there, plainly laid out, and I mean for you to use them.

That's what's on deck. If The Cut Weekend earned a few minutes of your Sunday, do me one favor — follow the show wherever you're listening, so Saturday's edition finds you on its own. The full American Whiskey Industry Brief is free every morning at chasingtheunicornpodcast.com. I'm Franklin. Pour something you like, share it with somebody worth sharing it with — and remember, your unicorn is out there.

In this episode

It's Sunday, so Franklin trades the rearview for the windshield and takes up a question that's still unsettled: a capped raffle against a hundred named bottles versus the blind odds of a state lottery. He walks through the case for disclosed odds, the case against calling a bet a donation, and four concrete things to watch as this raffle plays out. He closes by staking his own position — and asking listeners to stake theirs before the outcome is known.

Mentioned in this episode: William Larue Weller, George T. Stagg, Pappy Van Winkle, Blanton's, King of Kentucky

About John Schuster II

John Schuster II is the host of Chasing the Unicorn Podcast and the editor and publisher of the American Whiskey Industry Brief. A retired U.S. Army Major who spent twenty-six years across the Navy and Army — and an Executive Bourbon Steward — he built a career on systems and on teaching, and now points both at American whiskey. The Cut is his daily take on what moved in bourbon and why it matters, made the way he makes everything: for someone, not everyone. More at momentfirst.com.

About Shauna Hann

Shauna Hann is the editor and a contributor across Chasing the Unicorn Podcast and the American Whiskey Industry Brief, and co-host of Beyond the Cut. A teacher of more than twenty years — including at West Point and across the U.S. Army — she brings historical depth and structural rigor to the work, and a gift for making complex things simple. More of her work is at shaunaonthego.com.