Welcome to the everyday founder podcast with James Farnfield 👋🏽
James chats with everyday founders and ask them questions across a range of serious and lighthearted topics.
It’s time that we celebrate those everyday founders doing incredible things. Celebrating their successes, learning from their journey and supporting their future.
Enjoy 🚀
Hosted on Acast. See acast.com/privacy for more information.
Welcome to the everyday founder podcast with James Farnfield 👋🏽
James chats with everyday founders and ask them questions across a range of serious and lighthearted topics.
It’s time that we celebrate those everyday founders doing incredible things. Celebrating their successes, learning from their journey and supporting their future.
Enjoy 🚀
Hosted on Acast. See acast.com/privacy for more information.
Entrepreneurship isn’t just about raising VC money—it's about playing your own game. In this episode of Everyday Founder, Jordan Schlipf, co-founder of Rainmaking and Startup Bootcamp, shares the highs and lows of his entrepreneurial journey, from bootstrapping businesses to scaling and exiting a consulting firm to Bain & Company.
🚀 We dive deep into startup failures, venture building, risk diversification, and why boring businesses can be the most profitable. If you're thinking about starting or scaling a company, this is a must-watch!
🔔 Don't forget to like, subscribe, and hit the notification bell for more founder insights!
📌 Chapters:
00:00 - The Bigger Picture of Entrepreneurship
00:54 - Introducing Jordan Schlipf
01:18 - What is Rainmaking?
02:45 - The Rainmaking Business Model Explained
03:35 - Success Stories from Rainmaking
04:56 - Notable Startup Exits & Failures
06:19 - The Ego vs. Team Success in Startups
08:11 - Risk Mitigation in Entrepreneurship
09:40 - Capping Upside to Protect Downside
13:30 - How Jordan Joined Rainmaking
14:52 - Accidentally Building a Consulting Firm
16:46 - The Corporate Innovation Opportunity
20:28 - Scaling and Selling a Consultancy to Bain
21:23 - How to Sell an Agency or Professional Services Firm
25:45 - Hiring a CEO & Exiting Operations
31:59 - When to Pull the Plug on a Startup
34:47 - Balancing Risk and Resilience as a Founder
38:26 - From Investment Banking to Entrepreneurship
44:10 - Execution Over Novelty: Why Ideas Don’t Matter
49:53 - The Myth of Unicorns & VC Culture
52:18 - Profitable ‘Unsexy’ Businesses That Win
56:07 - Structuring Leadership Transitions
01:07:16 - The Future of AI & Vertical Applications
01:09:44 - Picking the Right Startup Idea: Don’t Rush
01:17:24 - Why Jordan Joined Opus & Founder Community
01:20:28 - Luck vs. Skill: What Really Matters?
01:26:31 - Where to Connect with Jordan
💬 Join the conversation: Drop a comment below—what was your biggest takeaway from this episode?
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