March Bourbon Madness: Best-of-the-Shelf Challenge—First Round Matchups 17-20

Opening Pour

We’re now deep enough into the Round of 64 that patterns are impossible to ignore. Texture matters. Finish matters. And when a top seed shows up fully integrated at high proof, it can be devastating. This group featured one absolute hammer, a minor upset, and two matchups that were far closer than the seeding might suggest.

As always, everything below was tasted blind and scored before the reveal.


🥃 Matchup 17 — Blind

AA vs. RR

Blind Tasting Notes

AA

  • Color: Light mahogany
  • Nose: Rich, creamy chocolate-covered caramels with light oak and nutmeg
  • Palate: Definite proof, but behind it is rich chocolate, caramel, cinnamon, light oak — dessert in a glass
  • Mouthfeel: Viscous
  • Finish: Warm, satisfying, all flavors linger beautifully
  • Score: 92.77

RR

  • Color: Mid-copper
  • Nose: Oak forward, with caramel, apples, vanilla, nutmeg
  • Palate: Proof present; graham cracker, tart oak, baking spice, vanilla
  • Mouthfeel: Silky
  • Finish: Decent; buttery notes emerge late
  • Score: 80.94

Reveal & Result

  • AA: Old Forester Single Barrel (#2)
  • RR: Maker’s Mark 46 (#63)

Winner: Old Forester Single Barrel (#2)
➡️ Advances to Round 2

Post-Matchup Thoughts
AA wasn’t just good—it was complete. Rich, layered, and unapologetically bold without losing balance. RR is a respectable pour, but this was a mismatch in depth and concentration.

What decided it:

Elite richness and a dominant finish.


🥃 Matchup 18 — Blind

V vs. ZZ

Blind Tasting Notes

V

  • Color: Rich copper
  • Nose: Proof and tree fruit balanced by vanilla and caramel
  • Palate: Apricots lead; rich brown sugar and caramel follow
  • Mouthfeel: Borderline creamy
  • Finish: Fruit and sugar linger nicely
  • Score: 82.57

ZZ

  • Color: Light copper
  • Nose: Oak and dusty peanuts with caramel underneath
  • Palate: Dusty peanuts, sour cherries, brown sugar; later sips show richer brown sugar, nutmeg, buttery caramel
  • Mouthfeel: Creamy
  • Finish: Tart cherries lead caramel and spice; solid length
  • Score: 84.09

Reveal & Result

  • V: Roaming Man Rye Cask Strength (#31)
  • ZZ: Penelope Marshmallow Toasted (#34)

Winner: Penelope Marshmallow Toasted (#34)
➡️ Advances to Round 2

Post-Matchup Thoughts
This one tightened as it went. Early dustiness faded, and ZZ grew into itself with better creaminess and depth. V was strong, but ZZ showed more development across multiple sips.

What decided it:

Better mid-palate evolution and creamier texture.


🥃 Matchup 19 — Blind

N vs. G

Blind Tasting Notes

N

  • Color: Solid copper
  • Nose: Mild caramel, vanilla, slight peanuts
  • Palate: Buttery caramel, nutmeg, vanilla, citrus brightness
  • Mouthfeel: Solid
  • Finish: Citrus, vanilla, spice linger decently
  • Score: 84.03

G

  • Color: Mid-copper
  • Nose: Sweet vanilla, caramel, mild oak
  • Palate: Heavy spice; orange zest, brown sugar, caramel behind
  • Mouthfeel: Creamy
  • Finish: Caramel, vanilla and spice carry well
  • Score: 83.33

Reveal & Result

  • N: Joseph Magnus Cigar Blend (#15)
  • G: Kentucky Rambler Cask Strength (#50)

Winner: Joseph Magnus Cigar Blend (#15)
➡️ Advances to Round 2

Post-Matchup Thoughts
This was tighter than expected. G brought serious spice and structure, but N’s balance of brightness and buttery sweetness gave it just enough edge.

What decided it:

More layered sweetness and better integration.


🥃 Matchup 20 — Blind

TT vs. X

Blind Tasting Notes

TT

  • Color: Deep amber
  • Nose: Oak forward; savory baking spice
  • Palate: Brown sugar and toffee appear but muted; oak and spice dominate
  • Mouthfeel: Silky
  • Finish: Surprisingly strong; toffee and brown sugar shine late
  • Score: 81.48

X

  • Color: Mid-copper
  • Nose: Slight funk; proof and tree fruit lead; muted caramel
  • Palate: Surprisingly creamy; brown sugar, caramel, cinnamon, vanilla
  • Mouthfeel: Creamy
  • Finish: Spicy and long-lasting; caramel and apples linger impressively
  • Score: 85.17

Reveal & Result

  • TT: Four Roses OBSK Cask Strength (#18)
  • X: Still Austin Single Barrel Cask Strength (#47)

Winner: Still Austin Single Barrel Cask Strength (#47)
➡️ Advances to Round 2

Post-Matchup Thoughts
This was arguably the most surprising result of the group. TT brought pedigree and oak authority, but X delivered creaminess and a finish that simply wouldn’t let go.

What decided it:

Superior mouthfeel and a longer, more expressive finish.


🔀 Second-Round Matchups Created

  • Old Forester Single Barrel (#2)
    vs.
    Penelope Marshmallow Toasted (#34)
  • Joseph Magnus Cigar Blend (#15)
    vs.
    Still Austin Single Barrel Cask Strength (#47)

Closing Reflections

One thing is becoming clear: pedigree alone doesn’t win blind brackets. Texture, integration, and finish length continue to define advancement. We’ve seen dominant performances, subtle upsets, and near coin-flips—and Round 2 is shaping up to be ruthless.

Come back on Thursday to see who advances from the next four matchups.

Note: This challenge recap is taking the place of the regularly scheduled Tasting Tuesday column. That will return on Tuesday, April 7.

Copyright © 2026 Doug DeBolt.

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About Douglas Blaine

Capnpen is a writer who was a newspaper and magazine journalist in a previous life. A college journalism major, he now works as an English teacher, but gets his writing fix by blogging about a variety of topics, including politics, religion, movies and television. When he's not working or blogging, Capnpen spends time with his family, plays a little golf (badly) and loves to learn about virtually anything.
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