Founder Mode – Episode 13: Building AI Before It Was Cool with Dennis Mortensen


Episode 13 - Building AI Before It Was Cool with Dennis Mortensen

In this episode of Founder Mode, Jason and I talked to Dennis Mortensen. He’s an entrepreneur who built AI solutions long before they were in the spotlight. Dennis shared his journey of creating AI companies, such as x.ai. He made an AI scheduling assistant at x.ai long before today’s language models showed up.

Dennis talked about how hard it was to build an AI dataset from nothing. His team manually labeled millions of emails. This was hard and expensive. He found out that early choices in AI development matter. They are hard to change later.

Dennis shared key tips for making smart decisions in business. He highlighted the need to focus on what customers want, not just on technology. He said success often comes from solving real problems. It’s not only about getting predictions right or using high-tech tools.

“Success isn’t attached to how good your predictions are. It's tied to understanding the real pain your customers feel and solving that.”
— Dennis Mortensen

Five Key Takeaways:

1. AI is Harder Than it Looks

Making AI before today's strong language models needed a lot of hard work and careful thought.

2. Customer Needs Over Tech

Tackling real-life issues is more important than having perfect tech. Know who gains the most from your product.

3. Decisions Have Lasting Impact

Early decisions in building AI products can’t be easily undone. It's critical to choose carefully.

4. Be Clear on Acquisition Goals

When a company is acquired, set clear goals from the start. Make it clear what success means so you can meet expectations quickly.

5. Keep Your Product Current

Automate tasks like documentation updates. It keeps your product in line with your marketing. This way, you always provide customers with the right info.

Final Thoughts

Dennis Mortensen's path reveals how vital timing and clear choices are in startups and AI. His experiences teach us that success comes from fixing real issues. It's not just about following tech trends. Dennis encourages founders to challenge their ideas. They should set clear goals and focus on what customers need.

These lessons are for anyone who wants to start a company in the fast-changing AI world.

“The number one task as a founder is to pressure-test and kill your idea before you start. Get your friends, venture partners, and even foes to shoot down your idea and find its weaknesses before you invest too much.”
— Kevin Henrikson

🎧 Listen to Episode 13 here:

show
Building AI Before It Was Co...
Jun 26 · Founder Mode
31:36
Spotify Logo
 
video preview

This podcast builds on the Founder Mode newsletter.

Let’s build.

-kevin

2810 N Church St #87205, Wilmington, DE 19802
Unsubscribe · Preferences

Founder Mode

Founder Mode is a weekly newsletter for builders—whether it’s startups, systems, or personal growth. It’s about finding your flow, balancing health, wealth, and productivity, and tackling challenges with focus and curiosity. Each week, you’ll gain actionable insights and fresh perspectives to help you think like a founder and build what matters most.

Read more from Founder Mode
Learn how slow entrepreneurship can help you build a 20-year business. Focus on steady cash flow and long-term equity growth with AI-powered systems.

Slow Entrepreneurship: The Case for Building a 20-Year Company in an Age of Quick Flips Hey there! Welcome back to Founder Mode! Today, I want to talk about an idea that’s been on my mind lately—slow entrepreneurship. We’ve all heard the phrase “grow fast, exit quick.” It’s the prevailing mentality in the startup world. Investors seek fast growth, quick exits, and big profits. But what if there’s another way? What if we shift our focus? Let’s create a business that lasts 20 years instead of...

Learn how to thrive through the midlife squeeze with Ray Dalio’s leverage principles. Improve mental clarity, relationships, and business success with strategic actions.

Survive and Thrive: How to Overcome the Midlife Squeeze Hey there! Welcome back to Founder Mode! Today, I want to explore a concept that changed my life: The Leverage Principle. It can help you handle the busy demands of life and business. You’ve probably heard the term "midlife squeeze" before. Ray Dalio, the billionaire investor, calls it a pattern we can expect in life. You’ve worked hard, but as you hit your 40s, things only seem to get more intense. You focus on your career. You also...

Learn how to build scalable systems that grow with your business. Discover how to automate tasks, integrate tools, and streamline operations for long-

Build Scalable Systems: Set Your Business Up for Growth Hey there! Welcome back to Founder Mode! Today, I’m exploring a key part of scaling a business: creating operational systems that can grow with you. Based on my experience, the best systems help growth and keep chaos away. I learned a lot by streamlining operations. This helps avoid bottlenecks and boosts efficiency. As founders, we can get lost in developing products and marketing them. But one area that I believe gets overlooked is the...