Tired of the corporate rat race? We often measure freedom by our assets, but Moscow offers a harsher, more profound metric. In a quiet city courtyard, we found the Old Skipper: a man who abandoned the chase. His only possessions? A scarred leather jacket and a Harley secured by a chain thicker than any mortgage. This essay explores why the pursuit of financial security often chains us more than debt itself, and why true freedom in Moscow is an uncompromising, beautiful myth.