Everything worth knowing before your first (or next) fractional client — organized into three tracks you can binge in order. Pick the one that sounds like your week. Your progress is saved on this device.
Break the income ceiling, stop depending on one paycheck, and build a practice that pays.
Why Some Fractional CTOs Don’t Make Real Money
2
The Business Model of a Fractional CTO
3
How to Go Fractional From Strength, Not Desperation
4
The $5M Tech Ceiling: Why You Need a Fractional CTO
5
More Than a Retainer: How to Confidently Negotiate Upside Into Your Fractional Deals
6
Money Matters | Managing Finances, Taxes, and Cash Flow as a Fractional CTO
7
Episode 13: Scaling with Clarity (with Tony Winter)
8
Will Leaving Your Full-Time Job Hurt Your Credibility as a Fractional CTO?
9
Scaling Yourself: Managing Multiple Clients Without Losing Your Freedom
10
The Future is Fractional – Why the Best Leaders Go Fractional First
Land your first client, know what to pitch, and pick the niche that pays you back.
From Pitch to Close – Practical Sales Tactics for Fractional CTOs
3
Niche Down to Scale Up – How Choosing a Specific Focus Can Boost Your CTO Practice
4
Crafting Your Menu – Essential Offerings for Fractional CTOs
5
Mindset Matters Part 1: The Fear of Selling (And How to Make It Disappear)
6
Build A Magnetic Personal Brand As A Fractional CTO
7
Network Magic – Activating Connections for Fractional CTO Success
8
How CTOs Build Trust with CEOs (Without Speaking Tech)
9
Episode 5: From Firefighter to Fractional CTO (with Bob Stewart)
10
Why Fractional CTOs Fail (And How to Fix It)
You are not doing this alone — the room, the proof, and the people who have already made the leap.
The Million-Dollar Value of Community – Why the Right Room Changes
2
Which Fractional Tech Leadership Role Is Right for You: CTO, CIO, CISO, CPO, or CDO?
3
From Employee to Fractional: Making the Leap with Intention
4
How to Talk to Your Spouse About Going Fractional Before You Talk to a Single Client
5
Breaking the Tech Corporate Mold: A Day in the Life of a Fractional CTO
6
Mindset Matters Part 2: Why Imposter Syndrome Is the Enemy of Impact (And How to Beat It)
7
Episode 1: Fractional CTO Growth & AI Insights (with Jon Freedman)
8
Episode 10: Heart, Hustle & Freedom (with Sanjay Akut)
9
Fail Spectacularly: Why Owning Your Screw-Ups Builds Trust
10
The Hard Way vs. The Easy Way: Why Going Solo Isn’t a Badge of Honor
Bring your questions to a live session — no pitch, real answers.
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