To make the walnuts: Preheat oven to 325˚F. On a small sheet tray, combine the walnut pieces with the maple syrup, oil, and salt. Toss to coat, then place in the oven. Roast for 15 minutes, until the walnuts have slightly darkened in color and are fragrant. Remove from the oven and set the oven to 425˚F.
To roast the squash: cut off the stem and bottom of the squash, cut in half and scoop out seeds, cut into 1” thick wedges. Place on a sheet tray and toss with olive oil and kosher salt. Place each wedge cut side down on the tray.
Roast at 425˚F for 15 minutes. Remove from the oven, flip the wedges, and return to the oven for another 5 to 10 minutes. Squash should be tender but not falling apart, and have a good browning color. Let cool, then cut into bite-sized pieces.
Assemble the salad: Place the black pepper walnuts on a cutting board and finely chop until most of the nuts are in small pieces. Place about ¾ of the walnuts in a large bowl, then add the dill, olive oil, rice vinegar, sugar, and salt. Stir to combine, then add the squash, tossing to coat.
Roast the walnuts, then roughly chop. Add to the bowl along with the chopped dill. Add the olive oil, vinegar, sugar, and salt, stirring to combine. Roughly cut the squash into bite-sized pieces and add to the bowl with the dressing, tossing to coat.
Finally, add in the lettuce along with about half the Parmesan. Toss until the salad is well combined and the lettuce is coated with the dill-walnut mix. Taste and adjust flavors as desired.
Divide the salad into four bowls and finish with the remaining walnuts and parmesan before serving.
Video
Notes
You can roast the walnuts alongside the squash but the nuts will roast quite quickly—I typically set a timer for a few minutes and check often so they don’t burn.