The Matt Gray Show

Hosted by Matt Gray

Business Entrepreneurship

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165

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Jul 2026

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About the show

I create content to help you grow your audience, brand, and community through proven systems. I’ve built 3 profitable companies in the past 10 years, a community of 14 million people, and teams of 50+ people. I now run a portfolio of profitable internet businesses. I am obsessed with helping founders build leverage through content and community - my newsletter, blog, and products will bring you clarity and massive momentum.

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July 7, 202614 min

I built a content machine that runs itself with Claude Code I EP 167

Get The Tasteful AI Content Playbook here: https://fos.now/mnyLKZWant to work with me? Go here: https://fos.now/GZTvapAI is making most content worse, not better.Taste is the biggest competitive advantage any founder has right now, and most people pipe it straight down the drain the moment they open ChatGPT. The result is a wave of content that looks like everyone else, sounds like everyone else, and gets scrolled past like everyone else.In this video, I break down the exact 4-tool AI stack I use to make content that still sounds like a real human being: Fathom to capture every call in my company, Clip Engine to turn long-form into short-form, Poppy AI for structured ideation, and Claude Code for the deeper research and writing work. You'll see how I turn one high-value founder call into a full newsletter on the psychology of wealth, and how I build voice-of-customer documents from transcripts of my highest-paying clients.Sign up for Poppy AI from here using the code “MATTGRAY” to get $25 off and my content template for free:https://start.getpoppy.ai/mattgrayWant to LEARN proven systems to grow your personal brand? Go here: https://fos.now/mHYTFIAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/BPRIpKWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4eHVT8nTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray00:17 - Tool #1: Fathom04:51 - Tool #2: Clip Engine07:32 - Tool #3: Poppy AI10:06 - Tool #4: Claude Code#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

July 1, 202618 min

how to build a brand AI can't copy I EP 166

Get The Brand DNA Scorecard here: https://fos.now/ElzdfmWant to work with me? Go here: https://fos.now/VFHYDrIn this video, I walk you through the 5 layers that AI can't replicate, starting with the one most founders ignore entirely: aesthetic DNA. You'll see how I use Pinterest as a curation engine, where I pull inspiration from (old Porsche ads, Japanese design, Rick Rubin meets Patagonia), and how that taste shows up in everything from my newsletter to carousels to the motion graphics in our videos.Sign up for Poppy AI from here using the code “MATTGRAY” to get $25 off and my content template for free: https://start.getpoppy.ai/mattgrayWant to LEARN proven systems to grow your personal brand? Go here: https://fos.now/SOyaJSAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/tXdWUYWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4gutfJ2Twitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray00:00 - Intro00:31 - Section 1: Aesthetic DNA04:57 - Section 2: Idea DNA07:27 - Section 3: Voice DNA13:02 - Section 4: Structural DNA15:58 - Section 5: Vulnerability DNA#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

June 24, 20269 min

I built a complete operating system for a $4M business (copy this) I EP 165

Get The Leadership Blueprint here: https://fos.now/ezSGPZWant to work with me? Go here: https://fos.now/OMBVMnEvery successful founder eventually becomes the bottleneck of their own company.You went from running the business to being the business. Every decision, every escalation, every senior client relationship — all routing through one person. The reward for building something good turns into 25 hours a week of meetings and a calendar that doesn't belong to you anymore.In this video, I show you the exact 6-part leadership blueprint I built for Lauren Mitchell, a $4M financial consulting founder with 18 team members who was personally answering every question her company asked. You'll see how we redesigned the org chart, installed clear decision authority with a RACI framework, and turned six direct reports into three real leaders who can finally run their own lanes.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/ehdEPSAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/BvLdrnWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4gku0EvTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

June 19, 202617 min

how to build a personal brand so powerful people beg to buy I EP 164

Get My Free Founder Operating System here: https://www.founderos.com/discover/the-founder-operating-systemWant to work with me? Go here: https://fos.now/vtuxKXA brand without positioning is just noise with a logo. You can post on every platform, hit publish daily, and still leave people with no clear sense of what you stand for, which means none of them ever buy.In this video, I walk you through the exact brand positioning playbook I use with founders inside Founder OS, built around a real example: a $7.2M growth consultant trying to scale to $20M. You'll see the creative psychology principles, the role of proprietary IP, the Big Why, and how to map a flywheel when your business has multiple arms like consulting, education, and tech.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/XcoaIwAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/CNQLIrWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/444ZdUQTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

June 16, 202626 min

I built a social media machine for a $7M roofing founder I EP 163

Want to work with me? Go here: https://fos.now/brwyRwYour business should sit underneath you, not on top of you.Plenty of founders hit this wall around the $5-10M mark. The company they built is paying well, the team is solid, the operation is humming, and somehow they feel more stuck than ever. The business has become their whole identity, and there's no room left to build anything else.In this video, I walk you through the social media machine we're building for a $7M roofing founder in Sydney trying to break out of that exact trap. We're turning his craftsmanship into a founder-led brand, mapping out an education arm, and architecting a flywheel that lets him use the construction business as a launching pad for everything else he wants to build.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/iPJwajAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/dlgCqBWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4vouZrGTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

June 9, 202614 min

how to build a business so magnetic your customers chase you I EP 162

Want to work with me? Go here: https://fos.now/xNUPvDThere are two kinds of businesses, and you can feel the difference the moment you walk into either one.A drained business runs on your grit. Constant fires. Endless meetings. 20+ things on your plate. The second you slow down, everything slows with you.A magnetic business pays you to be you. Small, mighty team. Real leaders running real outcomes. Systems holding the operation. You can leave for a month and come back to something stronger than you left.In this video, I break down what actually separates the two, the founder's scorecard, core velocity meetings, the architect role, and the small set of decisions that turn a draining company into one that magnetizes customers, team, and time.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/iPJwajAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/dlgCqBWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4vouZrGTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

June 2, 202610 min

if you think like an artist, you will become impossible to ignore I EP 161

Want to work with me? Go here: https://fos.now/WmWPHzThe founders I respect most aren't really entrepreneurs. They're artists who built a business so they could keep doing the work they love.In this video, I walk you through how I think about the artist-operator combo: building an autonomous engine around your business so you can spend your days doing the creative work that actually moves the needle, the videos, the funnels, the products, the writing. The kind of work that can change the trajectory of everything in a single shot.Want to GROW your personal brand? Go here: https://fos.now/dOvxpfAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/FXLylVWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4driwNW Twitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

May 29, 202616 min

how I became consistently profitable (the founder OS code) I EP 160

Want to work with me? Go here: https://fos.now/HdOZVuIn this video, I walk through the ten principles I live by. These aren’t always easy, but they’re my North Star. You’ll see why moving like it’s gonna work out (because it is) matters, how to stay radically focused on one core thing, why your business should increase your liveliness instead of consuming it, and how to architect freedom instead of running a business that runs you into the ground.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/KTDiCQAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/KqRZNbWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/4dpbf14Twitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

May 26, 202615 min

why your content gets views but makes $0.00 (learn how to fix it) I EP 159

Want to work with me? Go here: https://fos.now/nrLYUWYouTube creators usually measure the wrong thing. Views, likes, engagement, but none of that equals cash.In this video, I show you our actual YouTube performance dashboard that pulls from YouTube Analytics and HubSpot CRM simultaneously. You’ll see the system my team runs every week, tracking twelve variables including cash collected, subscribers, applications, editor performance, and format ROI, so you know with precision what content actually converts.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/mDxJtMAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/yXUYbxWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/498HrmPTwitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.

May 21, 202621 min

how to plan a whole month of content (in 7 steps) I EP 158

Get my Content GPS Alignment Audit here: https://fos.now/vmXqfEDo you want my help systematizing your business? Go here: https://fos.now/utHxKrGet access to Poppy AI here and get a $25 discount on your membership: https://start.getpoppy.ai/mattgrayMost people treat content ideas like a creativity problem. The real problem: the things that should be feeding your content, your sales calls, your analytics, your candid frustrations, have nowhere to go.In this video, I show you the exact workflow I use to run my profitable personal brand and the system we install for founders inside Founder OS when we build their content machine. You'll see the organic sources that generate ideas, the performance signal filter that shows you what to double down on, and the anchor piece strategy that creates months of content in batches.Want to LEARN proven systems to grow your personal brand? Go here: https://fos.now/UgIGtdAlready doing $30K+/month? Come to my next free workshop and I'll show you how to systemize your business and get your time back → https://fos.now/ZCZibXWant to WORK with a team of A-players? Apply to Founder OS here: https://www.founderos.com/careersConnect with me:Website: https://bit.ly/492hqp6Twitter: https://twitter.com/matt_gray_LinkedIn: https://www.linkedin.com/in/mattgray1TikTok: https://www.tiktok.com/@realmattgrayInstagram: https://instagram.com/matthgray00:00 - Intro 00:05 - Section 1: Organic Sources 06:24 - Section 2: Your Performance Signal Filter 15:26 - Section 3: The Anchor Piece#onepersonbusiness #creatoreconomy #entrepreneurshipDisclaimer: Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business strategies and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. This video shares my personal experience and growth building businesses over 15+ years of consistent effort. Your results will vary depending on your own actions, strategies, and circumstances.