Pre-heat oven to 400 degrees.
Toss cranberries in 1 Tbsp olive oil and a little salt and pepper and place on half of a baking sheet. Toss butternut squash with remaining 1 Tbsp olive oil and a little salt and pepper and place on other half of baking sheet (don't mix as you'll need to remove cranberries from oven first.
Place in oven for 10 minutes, until cranberries are shriveling. Remove cranberries from oven and continue roasting butternut squash for 15-20 more minutes, until tender.
While cranberries and squash are roasting, prepare farro according to package directions. Once cooked and drained, put farro in a large bowl.
Add cranberries, squash, baby kale, goat cheese, and dressing to farro in bowl. Toss to combine.