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Business3× weekly · Mon / Wed / Fri

AI Hustle

Make Money with AI

How operators, founders, and indie hackers are actually making money with AI — monetization playbooks, tool breakdowns, and the business stories behind every big AI headline.

About the show

What AI Hustle is actually about

AI Hustle is the business podcast for the AI era. Three times a week, Jaeden Schafer and Jamie McCauley break down how to actually make money with AI — from building AI consulting firms and agencies to monetizing brand-new technologies like smart glasses, AI agents, and ChatGPT’s application layer. They also cover the business side of every major AI move: OpenAI’s Hiro acquisition, the real financials behind Sora being shut down, Anthropic vs. OpenAI for the DoD contract, Canva acquiring Cavalry, and Suno AI hitting $300M ARR. Expect numbers, pricing, and step-by-step strategy, not “future of work” vibes.

What we cover

  • Monetization playbooks for new AI technologies (smart glasses, agents, ChatGPT apps)
  • Building and scaling AI consulting firms and agencies
  • The business story behind every big AI headline — acquisitions, ARR, and exits
  • Enterprise AI adoption: how teams are really using Claude, ChatGPT, and Gemini
  • Faceless content, automation stacks, and indie-hacker revenue models
  • Why certain AI products win and others (like Sora) get shut down
Cadence
3× weekly
Typical length
15–20 min
Latest ep
Monetizing the Smart Glasses Revolution

Latest on YouTube

ChatGPT Images 2.5 Changes AI Image Generation
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Short news clips from AI Hustle also cross-post to @JaedenSchafer.

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Recent episodes

Listen to the latest from AI Hustle

Latest12:09

ChatGPT Images 2.5 Drives Revenue in Digital Art

In this episode, we explore the revenue opportunities presented by ChatGPT Images 2.5 in the digital art market. New functionalities are enabling creators to monetize their work more effectively than ever before.

0:00--:--
10:54

Instagram's AI Influencer Ban: New Opportunities Ahead

In this episode, we reveal how Instagram's crackdown on AI influencers might open up new avenues for income through authentic content creation. We discuss strategies for capitalizing on the shifting landscape.

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10:42

Making $2,949 with AI Music Royalties

In this episode, we discuss the lucrative opportunity of AI music royalties, sharing a story of making $2,949. Discover the different avenues for monetizing AI-generated music.

0:00--:--
11:07

Monetizing Claude's New Memory Functionality

In this episode, we uncover opportunities to monetize the groundbreaking memory functionalities of Claude. Discover strategies to leverage these changes for profit.

0:00--:--
10:55

How to Earn $15K Monthly with Signs

In this episode, we examine the hustle behind a local sign business generating $15,000 per month. Get tips on how to replicate this success for your own ventures.

0:00--:--
11:01

Why Your AI Ventures Might Crash

In this episode, we highlight the reasons behind the collapse of AI-driven business initiatives. Learn how to identify and prevent these issues in your own projects.

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9:34

Maximizing Profits in Wholesaling with AI

In this episode, we reveal the secrets to using AI to optimize your wholesaling ventures in real estate. Learn actionable tips that can increase your income potential.

0:00--:--
12:10

How Anthropic Hit a $65 Billion Run Rate

In this episode, we unravel the secrets behind Anthropic's impressive $65 billion run rate. These insights can inspire entrepreneurs in the world of AI.

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12:01

Earning Extra Cash via Facebook Projects

In this episode, we reveal unconventional ways to generate income through Facebook. Tap into creative side hustles that leverage your online network.

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9:53

Anthropic Watermarks AI-Generated Text

In this episode, Jaeden and Jamie examine Anthropic's decision to implement watermarks on text generated by Claude to comply with the new EU AI Act. They discuss the potential impacts on businesses and content creation, and explore whether…

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Frequently asked

About AI Hustle

Who hosts the AI Hustle podcast?

AI Hustle is co-hosted by Jaeden Schafer and Jamie McCauley. Both are operators building AI-first businesses and have used AI to scale multiple companies.

How often is AI Hustle released?

AI Hustle publishes three new episodes every week — typically Monday, Wednesday, and Friday.

What is AI Hustle about?

AI Hustle is a business podcast about how to make money with AI. Episodes cover monetization playbooks, AI consulting firm strategy, the business story behind every major AI acquisition or launch, and how operators are using tools like Claude and ChatGPT to run leaner, faster businesses.

How long are AI Hustle episodes?

Most episodes are 15–20 minutes — focused enough to cover a single playbook or news story without padding.

Where can I listen to AI Hustle?

AI Hustle is free on Apple Podcasts, Spotify, YouTube, and every major podcast app. It’s also available via RSS.

Is AI Hustle a good podcast for entrepreneurs?

Yes — it’s specifically written for founders, operators, and indie hackers trying to ship AI-powered products and services. The focus is revenue, pricing, and step-by-step playbooks, not ‘future of work’ commentary.

Work with AI Hustle

Sponsor the show or pitch a guest

AI Hustle reaches an engaged audience of operators, founders, and engineers across Apple Podcasts, Spotify, and YouTube. If your product is genuinely useful to them, or you've got a guest whose story our listeners should hear, tell us about it below.

We read every note. Please don't paste PR boilerplate — one real sentence beats a press release.

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