Connor, I know this topic is a bit old, but our situation is enough like yours that I wanted to post. We got our land last spring as well, 66 acres SE of Oregon City. In our case, it had already been logged. What we are doing is laying the slash between stumps and building HugelHills on top of that. Some of the "hills" are a bit wavy to pick up a wayward stump, but we'll be planting on them this spring. For us, our tractor, even with the backhoe attachment, was going to wear itself out digging out those stumps. Getting someone with an escavator - i.e. big machine! - was going to be very expensive. This way the stumps are just part of the Hugelkulture.