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  1. The Diary Of A CEO with Steven Bartlett
  2. Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor
Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett · Aug 6, 2026

Bitcoin evangelist Michael Saylor on using AI to make billions, why Bitcoin is the ultimate asset, and how to thrive by innovating with robots.

Ask AI to Solve Problems 'Never Done Before' Instead of Out-Working Robots

Michael Saylor's company used AI to design a novel financial instrument, raising $15 billion. The lesson is not to compete with AI on labor, but to leverage it for unprecedented creative solutions that human experts might dismiss as impossible or unconventional.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Build Your Career on the Steep Part of a Technology S-Curve

Avoid fields with diminishing returns where progress has stagnated (like 1970s aviation). Instead, focus your studies and career on emerging technologies that are in their exponential growth phase, like computer science was, and AI or digital assets are now.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Long-Term Thinking Creates Moats Short-Term Startups Can't Cross

A long-term vision allows for foundational decisions that appear unprofitable initially but build immense competitive advantages. Amazon's decade of losing money on Prime shipping is a key example of building a moat that short-term, exit-focused founders cannot replicate.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Bitcoin Is a Crucial Capital Asset for Citizens in Unstable Economies

For investors in the Western world, the S&P 500 or gold are viable options. However, for people in countries like Turkey or Argentina with collapsing currencies, these assets are often inaccessible. Bitcoin provides a critical, transportable store of value and digital capital.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Your Home Is a Poor Investment Due to Hidden Tax and Maintenance Loads

Contrary to popular belief, buying a house is often a poor wealth-building strategy. High property taxes (e.g., 2% annually, meaning you re-buy the house in taxes every 36 years) and maintenance create a massive financial drag, often making it a worse store of value than cash.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

MicroStrategy Sold Bitcoin to Prove It Could, Disarming a Short-Seller Narrative

Michael Saylor sold some Bitcoin not for profit, but to strategically debunk a market narrative that his company was so integral to Bitcoin that it could never sell without crashing the asset. This move proved the asset's liquidity and protected the company from a "doom loop" pushed by short-sellers.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

AI's 'Age of Abundance' Applies to Consumer Goods, Not Scarce Status Assets

Elon Musk's vision of AI creating universal abundance is only half-true. While technology will make utilitarian goods (food, energy) plentiful, humans will always invent new scarce, desirable "trophy assets" (a Hamptons house, a private jet) to signal status. Money will therefore always matter.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Grow Your Business Like a Chambered Nautilus, Building on Existing Foundations

Sustainable growth happens when new ventures are built upon the foundation of the previous business, like a nautilus shell spiraling out from itself. Unrelated diversifications are unstable. Use your existing market, distribution, or technical strengths as the launching pad for your next move.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Pioneering a New Field Requires Two Years of Failure for One Breakthrough

The host's AI multilingual channel was a "tragic failure" for 24 months before succeeding. True innovation at the forefront of technology isn't linear; it demands immense persistence and accepting that most experiments will yield nothing until one finally breaks through.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Your Moat Against AI Is Pushing New Platforms to Their Creative Limits

In every technological shift, from the electric guitar to YouTube, geniuses emerge who push the new medium to its absolute creative limit within the first decade. As AI commoditizes content, the most valuable skill will be this pioneering creativity, not just producing volume.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Personalization Algorithms May Prevent Another Michael Jackson-Level Star

Previously, constrained distribution channels (few TV stations, record labels) created monolithic cultural figures. Today's AI-driven personalized feeds create fragmented "echo chambers," making it potentially impossible for any single creator to achieve that level of universal fame again.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Successful People Often Fail by Diluting Their Focus Across Too Many Ventures

A common failure pattern is achieving success in one area and then over-expanding into multiple, unrelated ventures. People chronically underestimate the "maintenance obligation" of each new project, leading to a chain of mediocre outcomes. The solution is to deepen your focus, not broaden it.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago

Re-Learn History and Statistics as an Adult for Profound Wisdom

Michael Saylor argues his most valuable education came post-college when he re-studied applied statistics (Taleb) and world history (Durant) as an adult. With life experience, you can appreciate lessons in a way that is impossible for a young student, gaining true wisdom and perspective.

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor thumbnail

Top Bitcoin Holder: Ask AI To Do THIS, Stop Trying To Out-Work The Robots! | Michael Saylor

The Diary Of A CEO with Steven Bartlett·4 days ago