Brandon Carter grew up on the South Side of Chicago, was sent to military school, watched his father build and lose a multi-million-dollar business, then built his own seven-figure online fitness company from scratch. In this episode, Brandon sits down with Grant to break down the rules he lives by: how to make failure impossible, why most people waste more time than they realize, how he built a fitness business before social media made it easy, and the one decision from Alex Hormozi that tripled his revenue.

They also get into the side of success people do not talk about enough: why your environment determines so much of your future, how to avoid spreading yourself across too many businesses, why confidence is not the same as courage, what real masculinity looks like, the habits and vices that hold ambitious men back, his approach to managing bipolar disorder, and the exact fitness framework he gives Grant to put on muscle. This is a conversation about discipline, money, fatherhood, health, and becoming somebody your kids can admire.

Riverside: Go to https://creators.riverside.com/Grant and use code GRANT to get one month of the Grow plan.

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Chapters:

00:00:00 How to Make Failure Impossible 00:09:45 Growing Up Poor on the South Side of Chicago 00:14:21 Making Money and Keeping Money Are Different Skills 00:17:30 Why His Dad Made Him Believe He Could Get Rich 00:22:29 The Books That Started His Online Fitness Business 00:26:25 How He Went From Personal Trainer to Seven Figures 00:31:39 Every Level Is a New Devil 00:37:28 Why You Become the People You Spend Time With 00:44:15 Alex Hormozi Told Him to Shut Down Everything 00:48:25 How to Spend Money Without Raising Your Lifestyle 00:55:43 Why Masculinity Is Not Cruelty 00:59:45 Raising Kids Who Admire You 01:05:01 Stop Acting Like a Victim 01:10:27 The Math of Fitness and Business 01:13:35 How to Build a Business While Working Full Time 01:17:48 What a Successful Man Should Avoid 01:21:34 The Habits of Successful People 01:26:34 His Meditation Practice and Managing Bipolar Disorder 01:32:26 The Simple Framework for Building Muscle 01:38:16 Pigeons vs Eagles

Jen Gottlieb went from a struggling actress in New York to building a media company, writing a book, speaking on stages, and becoming one of the loudest voices in the visibility space. But none of it started when she felt ready. It started when she was broke, heartbroken, living in a tiny room with six other actors, and made one promise to herself that she would keep.

In this episode, Jen breaks down the habits that make success hard to avoid, why most people burn out making content, and how to stop changing yourself for the algorithm. We talk about her difficult adolescence, the affirmation that rebuilt her self-trust, why you are not too much, the difference between an open wound and a scar, how she met her husband, what it really means to know your worth, and why the only way to get clarity is to start before you are ready.

Thank you to our sponsor:

Riverside: Go to https://creators.riverside.com/Grant and use code GRANT to get one month of the Grow plan.

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Chapters:

00:00:00 The Three Inputs That Make Failure Impossible 00:03:28 From Actress to Public Speaker 00:07:52 The Chaos That Taught Her to Trust Herself 00:14:57 Why the Algorithm Is Telling Women Who to Be 00:19:31 How to Stop Creating Content for Approval 00:24:39 You Are Not Too Much 00:27:39 The Difference Between an Open Wound and a Scar 00:31:33 The HOPE Framework for Creating Content 00:35:47 Mixing the Woo With the Work 00:42:04 What It Really Means to Know Your Worth 00:50:10 Start Before You Are Ready

Most founders want freedom. Very few have a system to actually build it. In this episode, I sit down with Matt Gray, founder of Founder OS and Herb, to break down the exact five-level framework he used to go from zero to over a million dollars a month in revenue using a personal brand. We talk about why distribution matters more than the product, how to pick the right platform, why you need to own your audience through a newsletter, and how Matt's journey to sobriety was the thing that actually started his personal brand. We cover each level in detail: from posting your first embarrassing video to building a full content waterfall system, hiring A players, running the killer survey to find out what your audience actually wants, and tracking profit per piece of content so you know exactly what's working. If you're a founder who wants to build a profitable personal brand without losing your mind, this is the blueprint.

Thank you to our partner:

Riverside: Go to https://creators.riverside.com/Grant and use code GRANT to get one month of the Grow offer.

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Chapters:

00:00:00 Level 1 How to Start When You're Making Zero Dollars 00:05:31 How Sobriety Started His Personal Brand 00:08:02 Why Founders Build Personal Brands and Why That's Fine 00:10:37 YouTube vs LinkedIn vs Instagram Which Platform to Choose 00:13:18 Why Your Newsletter Is the Most Important Asset You Own 00:16:43 What Actually Matters in Your Content at Level 1 00:25:12 Level 2 How to Make Your First $20K From Your Personal Brand 00:32:45 How Many Iterations It Takes to Find Your Offer 00:40:59 How to Handle Haters and Long Term Thinking 00:50:54 Level 3 Scaling to $100K a Month and Building a Real Business 00:52:36 Building a Scalable Offer and the 7 Core Business Components 00:58:26 The Content GPS Infrastructure That Drives Predictable Revenue 01:00:54 Hiring as a Marketing Funnel 01:05:04 Onboarding A Players and Keeping Tight Feedback Loops 01:08:46 The Killer Survey That Tells You What Content to Make 01:11:02 Stop Comparing Yourself to People at Level 68 01:16:06 How to Improve Your Content Quality Without Losing Your Voice 01:27:41 Level 4 Scaling to $500K a Month With the Content Waterfall System 01:31:51 Zone of Brilliance and What to Delegate 01:39:02 The Peer Group That Changes Everything 01:44:41 The Creator Identity Trap and How to Escape It 01:51:50 Level 5 Over a Million a Month and Burnout Prevention 01:55:05 Level 5 Building a Founder Independent Business 01:58:26 The Content GPS at Full Scale and Tracking Profit Per Piece of Content 02:07:08 What Would You Say to the Version of You That Was Struggling 02:10:17 Are You Proud of Yourself