The Journal

Notes on speculation, risk, and process.

Original essays on the discipline behind better speculative decisions.

Framework · 6 min

What 'Return on Wager' Actually Measures

ROI is the wrong yardstick for speculative decisions. Return on Wager treats each wager as a portfolio allocation.

8/25/2026
Sizing · 5 min

Why Fractional Kelly Beats Gut Feel

Position sizing eats edge. Even modest edges evaporate when stakes are emotional, not mathematical.

8/18/2026
Process · 7 min

The Decision Journal Is the Edge

Writing down your thesis before you act is the single highest-ROI habit in speculation.

8/11/2026
Markets · 4 min

Implied Probability: A Working Cheatsheet

American odds to implied probability in your head, in under 10 seconds.

8/4/2026
Cross-domain · 6 min

Treating Options Like Sports Bets (And Why That's Fine)

Defined-risk options trades and sports bets share more DNA than either crowd admits.

7/28/2026
Markets · 6 min

Prediction Markets: A Speculator's Field Guide

Where prediction markets reliably outprice traditional bookmakers, and where they don't.

7/21/2026
Behavioral · 5 min

A Working Tilt Protocol

Three losses in a row is not a signal to bet bigger. Here's a protocol that survives contact with emotion.

7/14/2026
Framework · 5 min

Expected Value vs Variance, In Plain English

Positive EV doesn't mean you'll make money this year. It means you should keep doing it.

7/7/2026
Risk · 5 min

Concentration Is the Hidden Speculation Killer

Six different bets on the same NFL Sunday is one bet, not six.

6/30/2026
Markets · 6 min

Edges Die. Recognize It Before the Market Does.

Every edge eventually decays. Holding on too long is more expensive than missing the next one.

6/23/2026