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Garrett James Cassar

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Garrett James Cassar

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Dec 29, 2024

The Most Underrated Tool in Engineering

When optimizing you should consider three things.

The Most Underrated Tool in Engineering

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Garrett James Cassar

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Mar 14, 2024

Why Story Points don’t make sense

Confession time.

Why Story Points don’t make sense

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Level Up Coding

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Garrett James Cassar

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Feb 16

Enterprise AI Strategy: The Federated Champion Model

Scale adoption and eliminate shadow AI through decentralized business champions.

Enterprise AI Strategy: The Federated Champion Model

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Garrett James Cassar

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Jan 28

Vibes to Metrics: Measure What Matters in AI

In 2026, experimentation with AI is not your goal. The goal is to urgently secure leverage and realise productivity growth.

Vibes to Metrics: Measure What Matters in AI

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Garrett James Cassar

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Jan 21

AI Escape Velocity Playbook: Building a Company That Thinks

Companies will soon be divided into two groups: those that embraced AI and turned their products into spaceships, and those that failed.

AI Escape Velocity Playbook: Building a Company That Thinks

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Garrett James Cassar

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Jun 22, 2025

Why Fat Contracts Are Killing Your Architecture — And How To Fix It

What does Carlo Ancelloti and Bad architectures have in common?

Why Fat Contracts Are Killing Your Architecture — And How To Fix It

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Garrett James Cassar

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Jun 20, 2025

The Planning board

Software has two feral and naturally antagonistic tribes — Product people (or PPs) and Software people.

The Planning board

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Garrett James Cassar

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Feb 24, 2025

The Dumbest Phrase In Engineering — We’re Too busy for Refinement

It’s natural and easy to think ‘we need to get this feature out immediately therefore, we need to start coding straight away’.

The Dumbest Phrase In Engineering — We’re Too busy for Refinement

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Garrett James Cassar

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Jan 7, 2025

The Essential, Overlooked Trick To Designing Best in Class Software

System Design is hard. Collaboration is harder.

The Essential, Overlooked Trick To Designing Best in Class Software

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Garrett James Cassar

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Oct 3, 2024

Why you should never default to Microservices

Disclaimer: Grumpy Goose Warning

Why you should never default to Microservices

Garrett James Cassar

Garrett James Cassar

Head of Software Engineering https://substack.com/@garrettjamescassar? https://www.linkedin.com/in/garrett-cassar-55648b67/

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