Pre heat oven to 400 degrees.
Boil 1 cup of wheat berries in a large pot filled with water. After 40-50 minutes, when berries are tender but still have a bit a of bite, drain water. Return wheat berries immediately to warm pot, cover off heat and let steam while prepping other ingredients or chill until needed.
In a small bowl, toss prepared butternut squash with 2 TBSP olive oil, cumin, coriander, 1 tsp salt and a dash of black pepper. Spread out evenly on a sheet pan lined with parchment paper and roast for 30 minutes of until edges are browned and squash is softened and sweet. Set aside too cool.
While squash and berries are cooking, prep the shallots,. In a small bowl, add sliced shallots to sherry vinegar. Let shallots marinate for 30 minutes. After 30 minutes, pour vinegar into a large salad bowl for later. Set drained shallots aside.
Once all vegetables are prepared, begin assembling your salad. In the large salad bowl where sherry vinegar is resting, add sage leaves, honey, remaining salt and pepper. Slowly whisk in 1/2 cup of olive oil until mixture has thickened and combined. Check dressing for taste and adjust seasonings as needed.
Add in wheat berries and toss well to coat in dressing. At this point, you can chill the dressed wheat berries for later use or continue making the salad.
Add in kale, dates, shallots, pepitas, chicken and thawed edamame. Toss well. Finally, place squash on top of greens and sprinkle with goat cheese crumbles.
Serve in large bowls.