I sat down with my wife Jessie for a really special episode of the podcast. We talked about what it’s actually like being married to a serial entrepreneur, the highs, the lows, and all the uncertainty in between. I asked her how she’s managed to stay supportive through all the pivots, experiments, and tough seasons. We got honest about what it’s really been like building a life together while also building businesses. Whether you're an entrepreneur yourself or you're married to one, I think this one will hit home.

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
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---

00:00 Overcoming Overwhelm in Entrepreneurship
03:02 The Role of a Supportive Spouse
05:56 Navigating Scary Moments in Business
08:49 Trust and Confidence in a Partner
12:12 Advice for Spouses of Entrepreneurs
15:07 Balancing Family and Business
17:56 Reflections on Stability and Sacrifice
20:49 Key Conversations in Marriage
24:08 Parenting as Entrepreneurs
27:01 Compartmentalizing Work and Family Life
29:55 Maintaining a Strong Marriage
32:49 Future Aspirations and Business Dreams

I sat down with Tyler Denk (@denk_tweets), cofounder and CEO of Beehiiv, to talk about the biggest opportunities to make money with newsletters right now. Tyler shared how small niche newsletters are making serious revenue by focusing on community and creative monetization like design cohorts, recruiting, and smart sponsorships. We talked about growth strategies like Beehiiv Boost, co-registration, and why acquiring the right subscribers matters more than just getting them cheap. We ended with a killer idea: turning a corporate email list into a media business that brings in sponsorship revenue.

Use code OFFICE20 for 20 percent off your first 3 months on Beehiiv, and if you want to support the show, here’s my partner link: https://beehiiv.com?via=chris-koerner-BH-COLLAB

You can subscribe to Tyler’s newsletter Big Desk Energy at mail.bigdeskenergy.com, and check out his Spotify playlist of the same name if you're into deep focus work sessions.

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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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Scrape small business data: http://tkopod.co/p-os
---

00:00 The Gold Mine of Email Lists
02:58 Monetizing Newsletters: Strategies and Insights
06:13 The Power of Local Newsletters
09:04 Building a Community Through Content
11:53 Experimentation and Growth Strategies
15:06 The Future of Local Newsletters
17:54 Creating Value Beyond Sales
21:10 Referral Programs: The 80/20 Rule
23:58 Transforming Email Lists into Revenue Streams

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!

---
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

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
Scrape small business data: http://tkopod.co/p-os
---

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
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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
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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Scrape small business data: http://tkopod.co/p-os
---

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