Archive - Scaling Judgment

Punk, Metal, Orchestra, Jazz

Most scale-ups end up as orchestras. The good ones learn to improvise.

Jun 16 • Alistair Toffoli

May 2026

Long Term Thinking

If you sit by the river long enough, you will see the body of your enemy float by

May 23 • Alistair Toffoli

Buying a Property in Portugal for Fun and Profit

Not Investment Advice

May 12 • Alistair Toffoli

April 2026

Boring and Predictable

Would you rather build, operate or invest in a company that is boring and predictable or one that is capable of great heights and equally great lows?

Apr 22 • Alistair Toffoli

March 2026

Making Success Inevitable

Making success inevitable.

Mar 26 • Alistair Toffoli

February 2026

The Most Dangerous Form of Action

I've watched this pattern destroy quarterly results.

Feb 10 • Alistair Toffoli

#nojs-banner { position: fixed; bottom: 0; left: 0; padding: 16px 16px 16px 32px; width: 100%; box-sizing: border-box; background: red; color: white; font-family: -apple-system, "Segoe UI", Roboto, Helvetica, Arial, sans-serif, "Apple Color Emoji", "Segoe UI Emoji", "Segoe UI Symbol"; font-size: 13px; line-height: 13px; } #nojs-banner a { color: inherit; text-decoration: underline; } This site requires JavaScript to run correctly. Please turn on JavaScript or unblock scripts