The Expectancy That No One Calculates

  • Dec 8, 2025

The Expectancy That No One Calculates

I suspect many of you have calculated the expectancy of your systems. But have you ever considered calculating the expectancy of yourself? What does that even mean? Your internal system behaves like a forecasting model. One built from old data, outdated assumptions and emotional patterns that no longer fit who you are now. If that model is not updated, it will keep projecting the past into the present. In my latest newsletter I explore two ideas that matter more than most people realise: How your internal forecasting model shapes your decisions and the emotional risk premium you charge yourself without knowing it
Echoes of the Past

  • Nov 19, 2025

Echoes of the Past

Many traders and fund managers find themselves reacting in ways that feel out of character - tense, hesitant or thrown off by something small. What I’ve seen again and again is that these reactions often have little to do with current markets at all. They’re driven by older patterns that still live within them. This piece explores how those echoes shape decisions today and why understanding them can be the difference between clarity and reactivity.
The Cost We Don't Price In

  • Oct 16, 2025

The Cost We Don’t Price In

It's been a week since the October 10th sell off. It's interesting isn't it, how quickly the headlines fade and we carry on as we did before... the positions may indeed recover - but what about the people that were caught in the cross fire? This month's article looks at what October 10th exposed - not just in the markets, but in us.
What If

  • Sep 15, 2025

What If... ?

This piece builds on a Linked-In post I shared recently about those 3am thoughts and questions, the ones that keep us awake and unsettled. The response to that post showed me how much it resonated, so I felt compelled to go deeper into one of those silent questions: “What if…?” That quiet phrase can be the hidden lynchpin to our peace of mind. My hope is that this exploration gives you both perspective and something practical you can carry with you.

  • Aug 28, 2025

When Discipline Becomes a Trap

Traders often talk about “noise and signal.” Most assume that means the markets. However, often the loudest noise is internal: the constant refrain of “I must be more disciplined.” In casual life it can be lighthearted: “I really should skip that extra scoop of ice cream." In trading, though, discipline takes on a heavier tone. It can be structure and support… or it can quietly morph into a burden that tightens your grip, fuels hesitation and erodes trust. This month’s article explores that paradox: how discipline can be both the foundation of consistency and counterintuitively, the very thing that holds you back.
How to Handle Catastrophic Wins

  • Jul 9, 2025

How To Handle Catastrophic Wins

The past week has been a standout in the markets with explosive moves across Bitcoin, Nvidia and Copper. While the headlines celebrate the highs, what they don’t show is the emotional aftermath. For many traders, moments like these are less about strategy and more about what success stirs beneath the surface. In this month's article, we explore the psychology of high-stakes wins and what really happens when the market hands you the moment you've been waiting for.
Houston, Do We Have a Problem?

  • Jun 13, 2025

Houston, Do We Have a Problem?

On the surface, everything looks fine. But beneath it, something’s off. You feel it. I see it. This isn’t about performance stats or strategy tweaks.It’s about the part no one talks about. What it really costs to keep up the appearance of “fine.” I wrote something that might hit a nerve. If it does, maybe it’s time.
When Trading Becomes the Only Measure: The Identity Trap No One Talks About

  • May 9, 2025

When Trading Becomes the Only Measure: The Identity Trap No One Talks About

𝗔𝘁 𝘄𝗵𝗮𝘁 𝗽𝗼𝗶𝗻𝘁 𝗱𝗼𝗲𝘀 𝘁𝗿𝗮𝗱𝗶𝗻𝗴 𝘀𝘁𝗼𝗽 𝗯𝗲𝗶𝗻𝗴 𝘀𝗼𝗺𝗲𝘁𝗵𝗶𝗻𝗴 𝘆𝗼𝘂 𝗱𝗼 𝗮𝗻𝗱 𝘀𝘁𝗮𝗿𝘁 𝗯𝗲𝗰𝗼𝗺𝗶𝗻𝗴 𝘄𝗵𝗼 𝘆𝗼𝘂 𝗮𝗿𝗲? For many traders, the line is crossed quietly, almost invisibly. What begins as a pursuit of skill, mastery, and progress can morph into something far more consuming. The market stops being a place to trade and starts becoming the lens through which you measure your worth. Every result, every position, becomes personal. In this piece, we explore a rarely discussed trap that catches even the most experienced traders, the moment when trading stops being a role and becomes an identity. We’ll look at how this shift creeps up unnoticed, how it colours everything and why the human cost often goes unseen. This isn’t about trading less or suppressing ambition. It’s about asking an uncomfortable but essential question: Who are you when you’re not trading?
EP.005 Jason Shapiro with Jeff Boccaccio

  • May 4, 2025

Jason Shapiro

Jeff Boccaccio chats with fund manager Jason Shapiro on Why Money Can’t Buy Freedom: A Journey from Monastery to Markets
EP.004 Tom Basso on Mindset with Sonal Darbar

  • Apr 14, 2025

Tom Basso on Mindset with Sonal Darbar

Sonal Darbar hosts this episode that goes beyond strategy into all things mindset with Tom Basso.
Volatility - Staying Grounded in a Storm of News Headlines

  • Apr 4, 2025

Volatility: Staying Grounded in a Storm of News Headlines

When the news cycle accelerates, so does the pressure to stay sharp. Heightened noise leads to clouded thinking and performance starts to slip. For traders and investors, managing emotional state isn’t optional. It’s a critical part of navigating volatile markets with clarity and control. In this piece, I share 5 practical ways to stay grounded when it matters most.

  • Mar 25, 2025

Perry Kaufman Live in London

In this episode renowned trend trader Perry Kaufman sits down in person with host Jeff Boccaccio in London.