I sat down with Frey Chu (https://x.com/freychu), who started by building profitable directory websites and later began teaching others how to do the same. We talked about how he went from flipping items at flea markets to pulling in up to $3,000/month in passive income from sites he barely touches. He broke down his process for finding untapped SEO opportunities, how he uses Ahrefs and Reddit for research, and shared a realistic approach to building simple, mostly passive websites that can steadily bring in income over time. 

Timestamps below. Enjoy!

---
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Ask me a question on or off the show here: http://tkopod.co/p-ask
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Free weekly business ideas newsletter: http://tkopod.co/p-nl
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---

00:00 The Power of Simple Solutions
03:12 Opportunism and Business Growth
06:01 Navigating Online Criticism
09:23 The Nature of Selfishness in Business Relationships
12:16 Stress Management and Decision Making
15:09 The Role of a CEO
18:03 AI in Business Efficiency
21:54 The Impact of AI on Employment
25:18 Navigating Wealth and Parenting
31:53 The Reality of Entrepreneurship
36:15 Business Ideas and Getting Started
42:03 The Book Writing Journey

Link to buy Nick’s book on Amazon: https://amzn.to/4bLazjW
Link to buy Nick’s book in the UK: https://bit.ly/422njPW
Nick's Offshore Recruiting Company: https://tkopod.co/huber
Nick's Real Estate Cost Segregation business: https://tkopod.co/recostseg

I sat down with Nick Huber and we talked about what it actually takes to build wealth through service businesses. We started with Nick’s framework for opportunity, how being an opportunist isn’t a bad thing if you use it to build momentum, not chase distractions. He walked me through his current companies, explaining how each one fits into a power-law strategy. We also got into his view on AI. Nick shared how he's approaching parenting with wealth, and how to raise humble kids in a privileged environment. Toward the end, we talked about his new book The Sweaty Startup, the brutally hard process of writing it, and why he ultimately partnered with HarperCollins. You can find Nick on X (@sweatystartup) or download his 500+ business ideas at sweatystartup.com/ideas.

Links to all Nick’s social profiles:

www.x.com/sweatystartup
www.instagram.com/sweatystartup
www.linkedin.com/in/sweatystartup
www.youtube.com/sweatystartup
www.tiktok.com/sweatystartup
www.threads.net/@sweatystartup.com

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
Scrape small business data: http://tkopod.co/p-os
---

00:00 The Power of Simple Solutions
03:12 Opportunism and Business Growth
06:01 Navigating Online Criticism
09:23 The Nature of Selfishness in Business Relationships
12:16 Stress Management and Decision Making
15:09 The Role of a CEO
18:03 AI in Business Efficiency
21:54 The Impact of AI on Employment
25:18 Navigating Wealth and Parenting
31:53 The Reality of Entrepreneurship
36:15 Business Ideas and Getting Started
42:03 The Book Writing Journey

---

Links to Nick’s businesses: 
www.sweatystartup.com
www.nickhuber.com
www.sweatystartupbook.com
www.somewhere.com/nick 
www.boltstorage.com
www.recostseg.com
www.adrhino.com
www.spidexx.com
www.boldseo.com
www.webrun.com
www.titanrisk.com
www.recruitjet.com
www.hubermethod.com

In this episode, I'll walk you through the biggest lessons I've learned starting 75+ businesses over the past 15 years. From six to eight figures, I share real stories about making it happen, surviving setbacks, protecting your team, and learning when to say no. I talk about how I navigated some of the toughest moments in both business and life. If you're building or buying a business, these are the lessons I wish I had earlier. 

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
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---

00:00 Welcome and Introduction
00:11 The Role of a CE Owner
01:14 Lessons from Starting Businesses
03:04 The MIH Gene: Make It Happen
05:35 Knowing the Weeds
07:07 Insulating Your Employees
09:02 Cover Your Assets
09:42 Inventing a Rival
11:16 Capitalizing the Business
12:04 Taking Advice from the Right People
14:02 Seven to Eight Figure Lessons
15:14 Escaping the Spreadsheet
15:54 Lessons from Past Business Ventures
16:55 The Bitcoin Mining Boom
17:42 Balancing Business and Personal Life
18:35 Dealing with Difficult Customers
20:20 Managing Toxic Employees
21:13 The Importance of Rockstar Employees
23:13 Learning from Mistakes and Moving Forward
26:57 The Role of a CEO
29:25 Key Takeaways and Final Thoughts

I sat down with Jacob Posel right after OpenAI launched their image generation API, literally the same day, and we talked about the massive wave of opportunity that’s about to hit. If you’ve got a laptop, internet, and time, now’s your moment.

Jacob shared two main paths to make money fast with AI images. We explored how fun and simple image ideas can turn into real businesses, and how most people still don’t even know what these tools can do. 

We got into the tactics too. Jacob explained how to launch fast, how to pitch to ad agencies, and why offering this as a white-labeled service could be a game changer. I even bought a domain live during the episode, right in the middle of the conversation.

You can follow Jacob on X: @jacob_posel or find him on LinkedIn. If you're building something cool, reach out. He wants to see it.

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
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---

00:00 The Dawn of AI Image Generation
02:58 Opportunities for Entrepreneurs in AI
05:47 Building an Agency with AI Tools
09:07 Prompt Engineering and Best Practices
11:59 Micro-Personalization in Marketing
14:52 Creative Applications of Image Generation
18:13 Navigating the Future of Advertising
21:08 Collaborating with Ad Agencies
23:59 The Importance of Focus in Entrepreneurship

I’m back with Sam Thompson for part two of our two-part conversation (if you missed the first one, go check out Ep. #157). In this episode, Sam walks me through the custom task management app he built for himself using Lovable, and how it completely changed how he handles his time. We go deep on what makes good productivity tools and how to think like a “vibe coder”.

We also talk about how he sold his AI cooking app, how he's helping someone scale it, and why more businesses should start fast, test faster, and sell what people are already asking for. Toward the end, we riff on why people always pay for shortcuts, from dunk training posters to rucking programs (PDF), and how momentum is the most underrated asset for entrepreneurs.

You can find Sam on Twitter at @ImSamThompson and check out what he's building at unlimitedcontent.com.

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
Scrape small business data: http://tkopod.co/p-os
---

00:00 The Power of Momentum in Entrepreneurship
02:58 Selling Ideas and Business Models
05:51 The Reality of Make Money Online Offers
08:48 Understanding Customer Needs and Offers
12:14 Creating Value Through Digital Products
15:12 The Role of AI in Business and Marketing
17:56 Building Custom Solutions for Productivity
20:46 Navigating the Future of AI Influencers
24:05 The Importance of Task Management and Productivity

This is part two of my conversation with Shannon Jean, and it’s somehow even better than part one. Shannon’s a seasoned flipper, reseller, and liquidator who’s built real wealth by buying pallets of returned or surplus goods and reselling them, sometimes flipping phones for $9 million in profit.

In this episode, we talk about advanced tactics. Shannon breaks down how to build trust in an industry full of scams, how to spot undervalued products, why you should be okay with others making more money off your deals, and the mental frameworks that make resellers unstoppable. He shares wild stories, like the time he bought $2M worth of iPhones and sold them back to China for $11M.

We also talk about Facebook Marketplace testing, niche reselling and more. Whether you're trying to make $100 or $100,000 extra this year, the blueprint is in this episode.

If you missed it, go back and check out Part 1 (Ep. #156), and if you’re hooked, listen to his other appearances in Ep. #38, #41, #61, and #64.

You can find Shannon Jean on X at @shannonjean (https://x.com/shannonjean) - he posts about his $5 mastermind there, where he shares deals, advice, and great opportunities. He’s also the cohost of the Business Brain podcast, which you can find at businessbrain.show.

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
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Free weekly business ideas newsletter: http://tkopod.co/p-nl
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---

00:00 The Power of Reselling
04:56 Building Credibility and Relationships
10:06 Learning Through Experimentation
14:53 Finding Your Niche in Reselling
20:09 Scaling and Managing Risks
24:51 Success Stories and Lessons Learned

HoldCo Bros are back! In this episode, Nik shares what he learned from 30+ conversations with entrepreneurs using AI in their businesses—what tools they’re using, what’s actually working, and some surprising patterns that came up. We also talk about how he built a full workflow using Google CoLab and OpenAI to analyze all the data.

I also share my experiment with a real-world billboard ad for the podcast, how I’m testing taglines with Facebook ads, and different ways I’m tracking the results. We even get into some fun ideas around using AI for things like relationship advice and business mediation.

Learn more about Nik here: http://linktr.ee/cofoundersnik

Check out Limitless pendant here

Share your ideas with us:

• [email protected]
• [email protected]

Timestamps below. Enjoy!

---

Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
Scrape small business data: http://tkopod.co/p-os
---

00:00 Highlights
00:33 ChatGPT's Bias and Trustworthiness vs. Google
02:58 Seeking Unbiased Feedback from AI (and its Challenges)
07:38 AI for Business Mediation and Conflict Resolution
10:04 Most Popular LLMs and Their Use Cases (ChatGPT, Claude, Perplexity)
12:33 Claude’s Advanced Project Structure & Writing Strengths
15:02 Cursor vs. Replit: Coding Tools and Usability vs. Functionality
17:26 AI Tools Summary: Use Cases and Strengths by Model
19:52 Cleaning and Analyzing Podcast Transcripts Using AI & Google Colab
22:20 Automating Insights: Creating Lead Magnets and Quizzes with AI
24:40 The Importance of Data for Personal AI Assistants
27:07 Billboard A/B Testing Strategy for Podcast Growth
29:27 The Power of “Best” in Marketing and Ratings Psychology
31:54 Measuring Billboard Effectiveness via Download Geography
34:19 Saturating Small Cities with Ads: A Contagion-Style Growth Idea

This is part one of a two-part episode, keep an eye out for part two dropping next week. 

I sat down with Sam Thompson and we went deep on how we're using the new ChatGPT memory update - from self-reflection prompts to turning it into a personal coach and therapist. Sam shared some killer use cases like a CIA-style report on himself and even a custom SWOT analysis.

Then we riffed on turning AI-generated images into real businesses. Sam told the story of a viral tweet he had about creating custom coloring books with ChatGPT, and we brainstormed dozens of B2B and home services ideas—like AI-powered landscaping mockups, remodeling postcards, and photo-personalized marketing that feels like magic.

You can find Sam on Twitter at @ImSamThompson and check out what he's building at unlimitedcontent.com.

Timestamps below. Enjoy!

---
Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
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---

00:00 Exploring AI Opportunities in Business
06:58 The Impact of Image Generation Technology
12:09 Hyper-Personalization and Customization
20:07 Innovative Marketing Strategies with AI
29:49 Future of Home Services and AI Integration

I sat down with Shannon Jean, who's built and sold over 10 companies, and we talked all about the art of reselling. He shared how he made $557K net profit selling luxury handbags, and why building systems is the real game—no matter what category you're in.

We covered how he connects directly with eBay and Poshmark execs to avoid account issues, how he uses liquidation sites like B-Stock, and why category only matters 30%—the rest is all systems and execution.

Shannon also dropped gold on customer service, like his “two tokens” method to de-escalate unhappy buyers, and how flipping industrial gear or niche apparel can create huge upside if you know how to sell it right.

Follow him on X (@ShannonJean), where he shares deals and posts about his $5 mastermind. He’s also the cohost of the Business Brain podcast at businessbrain.show. 

Timestamps below. Enjoy!
---

Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
Scrape small business data: http://tkopod.co/p-os
---

00:00 Starting from Scratch: The Reselling Journey
03:00 Building Relationships: Networking for Success
05:54 Understanding the Market: Research and Strategy
09:13 Finding Your Niche: The Handbag Business
12:07 Customer Service: The Key to Repeat Business
15:05 Navigating Challenges: Dealing with Low Margins
17:55 The Power of Auctions: Finding Hidden Gems
20:46 Scaling Up: Systems and Processes for Success
24:08 Real-Life Examples: Success Stories in Reselling
26:55 The Future of Reselling: Trends and Opportunities

HoldCo Bros are back! In this episode, Nik and I talk about the exciting advancements of ChatGPT 4.0 image generation, highlighting its ability to now edit pictures and create incredibly realistic AI images. We brainstormed potential business ideas leveraging this new technology, then we discussed the fundamentals of business success, where Nik introduced his framework emphasizing competitive advantage within idea and execution (grit, distribution, fulfillment, knowledge). We debated the significance of a strong market versus having a unique edge and explored the concept of a barbell strategy, focusing on either full AI or completely no-tech ventures. Finally, we discussed the growing trend of rucking and identified several potential business opportunities in that space. 

Learn more about Nik here: http://linktr.ee/cofoundersnik

Share your ideas with us:

• [email protected]
• [email protected]

Timestamps below. Enjoy!

---

Watch this on YouTube instead here: tkopod.co/p-yt
Ask me a question on or off the show here: http://tkopod.co/p-ask
Learn more about me: http://tkopod.co/p-cjk
Learn about my company: http://tkopod.co/p-cof
Follow me on Twitter here: http://tkopod.co/p-x
Free weekly business ideas newsletter: http://tkopod.co/p-nl
Share this podcast: http://tkopod.co/p-all
Scrape small business data: http://tkopod.co/p-os
---

00:00 The Rise of Image Generation Technology
02:59 Ashton Hall: The Viral Sensation
05:52 The Future of NFTs and Image Attribution
08:46 Innovative Business Ideas in Image Generation
12:05 The Importance of Competitive Advantage in Entrepreneurship
15:00 Navigating the Path to Entrepreneurship
17:56 The Barbell Strategy: AI vs. No AI
20:52 Learning vs. Doing: The Entrepreneurial Dilemma
24:12 Rucking: A New Trend in Fitness
27:07 The Power of Community and Influencer Marketing