The idea behind the Hawk & Serpent (Dragon Portfolio) is retaining control of your optionality through time. It's born of contemplation, not speculation. The whole point is to remove speculative bets from resulting in a catastrophic loss scenario over a long enough time horizon that proves skill over dumb luck, though "luck" will always be part of it. And so you put it on, and adapt and refine it as you go.
But can you live with it outliving you? That's the hard part. You can't "speculate" in the incorporeal. Again how do you retain control of your options beyond this lifetime? That, I believe, always involves a duel with a dragon (devil) at some point, which is implied in the allegory.
You have to drink its blood. You have to beat it, or loss it all either now or later. So make the world beat your portfolio. Design it impeccably. Will it succeed? That's the challenge posed by the dragon. The world is designed to suppress [your investment]. That's the belief which is embedded in this portfolio strategy. And if you believe that, then you should give it a go.
Just a thought. Thanks, and good luck.