Founder Playbooks

Detailed work on the challenges that slow founders down most.

Each playbook goes into one specific challenge. A structured process you can work through yourself, built from 12 years of advisory conversations with scaling founders.

12+
Years
Advisory Work
2,000+
Founders
Coached

What These Are

A process you work through. Not a quick read.

Self-Paced

Work through it in one sitting or come back to it across a week. Each playbook moves chapter by chapter, with reflection questions built in and a clear arc from start to finish.

Built for Depth

These are built from real advisory conversations, not book summaries or recycled ideas. The patterns that show up again and again across founders at the $2M–$20M stage. Written down clearly so you can recognise them in your own business.

12–20 min per playbook
Free

The Playbooks

Available now.

Zone 4 · Inner Game & Identity

The 3 Currencies of Freedom

What the most experienced founders get wrong about time, money, and energy.

Most founders put money first and wonder why they still feel stuck. This playbook names the three currencies every founder actually runs on and shows you where to put your attention so all three move together.

8 chapters · 15 min · FreeOpen Playbook →

Coming Soon

New playbooks come from the patterns I see most across advisory clients and Audit results. Subscribers to The Blind Spot get early access.

Coming Soon

The Delegation Trap

How founders stay inside the work long after they should be above it.

Coming Soon

The Identity Shift

Why the founder who built the first $2M cannot be the same person who scales to $10M.

Coming Soon

The Founder's Decision Stack

A way to make faster, cleaner decisions when you are under pressure.

Get early access to new playbooks. Subscribe to The Blind Spot, the weekly newsletter for scaling founders.

Subscribe to The Blind Spot →

How They Work

Set aside 15 minutes. Work through it properly.

01

Read the chapter

Each chapter builds on the previous one. Read it straight through the first time, without jumping ahead.

02

Sit with the questions

Each chapter ends with a reflection question. These are not rhetorical. Write your answer down. That is where the actual work happens.

03

Take the one step

At the end, there is one concrete action. Do it before you move on. One specific thing, not a list.

The founders who get the most from these treat them like a coaching session, not a blog post.

Coach Sid

Where to start?

Take the Founder Bottleneck Audit first. It shows you your biggest friction point across five dimensions and points you to the playbook most relevant to where you are right now.

Free · 10 minutes · No account required