Our first conversation is with Steve Brook, President of the Oregon Timber Trail Alliance (OTTA). The nonprofit stewards the Oregon Timber Trail, a roughly 700-mile backcountry mountain bike route that runs the length of the state. Unlike most trail systems, this isn’t a network near a single town or trailhead. It’s a corridor stretching from the California border to the Columbia River Gorge, crossing multiple forests, ecosystems, and rural communities along the way.

In the shadows of a thick summer canopy, Dave Stackhouse wraps webbing around a shopping cart-sized boulder on the slopes of Round Top. The crew is clearing vegetation beside the large rock in order to set up a corridor to connect a 3-ton winch to a large tree that will be used to leverage and roll the feature. Excitement is buzzing with the group from CAMBC (Charlottesville Area Mountain Bike Club) as they prepare for the final phase of the newest trail at Heyward Community Forest.

“It’s Big Wednesday, and we are here to roll BIG rocks,” Dave announces.