Man, sometimes you look at the I Ching and it feels like a cosmic slap in the face. This whole process, diving deep into Hexagram 14, wasn’t some academic exercise I just decided to pick up on a slow Tuesday. I was drowning. Seriously, completely overwhelmed, and it’s a weird thing to say because I was simultaneously succeeding.
The Mess That Forced My Hand
I’ve been building this small side project, right? It was supposed to be low-key, just enough to cover the mortgage. But then it blew up. Fast. I suddenly found myself with more clients, more capital, and more employees than I knew what to do with. I was managing ten moving parts, running on four hours of sleep, and honestly, I was becoming a complete jerk. I had “Possession in Great Measure” (Da You), but the measure was so great it felt like it was suffocating me. I was successful, but miserable, and I knew I was about to mess up this good fortune purely through exhaustion and hubris.
I realized I needed some serious structural advice, something outside of standard business books. I pulled out my old copy of the I Ching, the one I’ve had since college that’s falling apart. I decided to ask a very direct, slightly desperate question: “How do I manage this abundance without destroying myself or the people around me?”
Casting the Stalks and the Ghost of Failures Past
I didn’t use coins for this. I used the yarrow stalks. It takes forever, it’s meticulous, and it forces you to slow down and focus. I went through the full process—dividing, subtracting, grouping—for nearly forty minutes. When I finally laid out the resulting hexagram, it was 14, Da You. Possession in Great Measure. The universe was basically saying, “Yeah, dummy, we know you have it. Now what?”

The standard interpretation is simple: success, abundance, everything good. But that felt too simplistic. My gut clenched immediately. See, I know success. I also know failure born of success. This is where my personal history colored everything. I only know the true, terrifying weight of Hexagram 14 because of a disaster I lived through about eight years ago.
I had launched a tech product that took off almost instantly. We raised money quickly. I felt invincible. But I became arrogant. I stopped listening. I hoarded the credit and the control. My business partner, who was a decent guy, saw me changing, and when things got messy with a crucial contract, he panicked and bailed. I spent the next year fighting lawsuits, losing almost everything I had gained. I didn’t fail because the business model was bad; I failed because I lacked the character to wield the “great possession.”
Unlocking the Secret Meaning
With that memory still burning in my brain, I couldn’t just read the happy-clappy commentary. I dug into the specific lines of Hexagram 14 this time, especially Line 4 and Line 6. This is where the magic happened.
I read Line 4: “Not Splendid at all; Good Fortune.” This hit me like a truck. It means you don’t need the flashy display; you don’t need to brag. True power is quiet confidence and generosity. My old self had been all about the splendor. This new venture needed the opposite.
Then I focused on Line 6: “Possession in Great Measure; without arrogance, good fortune.”
- I realized that the true challenge isn’t acquiring the wealth; it’s holding it without becoming a tyrant.
- I understood that “Great Possession” is actually about great responsibility and selfless service.
- I saw that if I kept hoarding tasks and control, I was repeating my past mistake.
The Implementation and the Shift
This whole understanding kicked off a massive restructuring. This wasn’t just contemplation; this was action based on ancient advice.
I started by shifting my mindset. I stopped treating my team as resources and started treating them as co-owners of the success. I implemented a new profit-sharing structure that was genuinely generous. I delegated control over entire project segments—something the old me would have been too scared to do.
I specifically addressed the chaos that was overwhelming me. I let go of the need to be the “splendor” (Line 4). I focused entirely on ensuring the foundation was solid and that everyone involved felt valued and secure.
The results weren’t immediate, but the shift in atmosphere was. The crushing pressure lifted. My team stepped up. The irony is that by giving up the need to constantly prove my “Great Possession,” the possession itself became more stable and, frankly, much more enjoyable.
The secret of Hexagram 14? It’s not a celebration of wealth you have; it’s a stern warning about the character you must possess to be worthy of keeping it. I had to lose everything once before I could truly appreciate that, and now I practice that humility every single day to make sure I don’t screw it up again.
