We’re told to “follow our passion”, that relentless focus is the key to greatness. But Robert Bruce Shaw’s “All In” reveals a darker truth: world-changing success often comes from obsession, and that’s a double-edged sword. Bezos, Musk, Kalanick…their stories are as inspiring as they are cautionary. As founders, we need to understand the cost of that kind of single-minded drive.
The Power (And Peril) of Obsession
- It’s Not Just Hard Work: Shaw makes it clear – this isn’t about long hours, it’s about a level of intensity most of us will never (and shouldn’t) reach. This is sacrificing relationships, health, sanity…all in the gamble that it’ll lead to something extraordinary.
- The “Customer Obsession” Trap: Bezos gets praised for this, but it’s a weaponized version of empathy. It’s not just delighting users, it’s ruthless exploitation of their desires. Is that the kind of company you want to build?
- The Ethics Line ALWAYS Gets Blurred: Kalanick is the extreme example, but Shaw hints at how even Musk and Bezos likely operate in morally grey areas. When the stakes are that high, does winning justify any means?
Is There a “Healthy” Level of Obsession?
Shaw argues this is rare, and most of us shouldn’t even try. But for founders, here’s what I took away:
- Be Obsessed with Problems, Not Solutions: That early Uber magic came from Camp’s focus on a painful customer experience. Fall in love with the frustration you’re solving, not your own clever idea.
- Obsess Over the Right Metrics: Musk’s maniacal focus on product quality has its downsides, but it beats obsessing over stock price or competitor moves. What numbers REALLY move the needle for your venture?
- Your Team Is Your Sanity Check: Do you have people who’ll tell you, “This is getting out of hand”? Kalanick didn’t. Founders often need an “adult in the room” to prevent them from self-destruction.
Should You Find Your “Passion”?
Hell, maybe. But Shaw’s point about the journey is often overlooked. Sometimes you discover what you’re meant to do through the work, not by waiting for a lightning bolt of inspiration. Early success, even if it’s not your ultimate calling, builds the confidence to take bigger risks later.
True greatness is often built on obsession. But for most of us, the smarter goal is building a venture that fuels a life we love – not one that consumes it entirely.
