When it comes to streetwear brands, Timberland has quietly amassed quite the cache of collaborations. The list has surpassed singular silhouettes and is now a body of work that includes everything from the heavily celebrated workboot to the rarely seen vulcanized sneaker.

While the spirit of collaboration inherently means that a design you love will be compromised, the process is all about the balance of give and take. In the end, all we ask is that the product is hot enough to take back to the block to exchange for a few double takes and the big question: "Where did you get those?"

We feel that it's high time to honor a few of our favorite pairs and present to you the 20 Best Timberland Collaborations.