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

Share your ideas with us:

Nik@cofounders.com
Chris@cofounders.com

Timestamps below. Enjoy!

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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

What AI Tools Are Worth Your Time in 2025⏐Holdco Bros. Ep. #158

The Koerner Office - Business Ideas and Deep Dives with Chris Koerner