You're right that modern work and military boots are generally better for their specific purpose -- they are certainly much lighter and usually cheaper than their older equivalents. They can also be more ergonomic and breathable while still being water-resistant due to modern materials and processes. But I will say that the durability of leather, metal-hardware, stitched/nailed-sole boots is unmatched. They can be re-soled and repaired unlike (most of) their modern counterparts, and will last generations if properly cared for. And there are still jobs out there for which they are the best option.