Heat your oven to 425˚F and cover a sheet tray with parchment (if desired- I don’t always use parchment). Trim the ends from the squash and cut in half lengh-wise. Scoop out the seeds and cut the squash into ¼” thick slices. Place on a sheet tray and toss with the olive oil and adobo seasoning. Place in the oven and roast for 20 minutes or so. The squash should be browning and tender.
Add the arugula to a bowl along with the goat cheese, pepitas, delicata squash, and the dressing. Toss to combine then top with the eggs cut in half.
Notes
The image for this recipe shows the delicata squash in rings. You could easily do this by slice the squash then using a biscuit cutter to remove the seeds. It's more tedious though, so I recommend slicing in half and scooping out the seeds at once.
The adobo seasoning: add more oil and seasoning depending on the size of your squash. You want the pieces to be evenly coated. Start with 1 tablespoon oil/2 teaspoons spice blend.
For the eggs, I swear by the boil-only method. Bring a pot of water to a boil over medium-high, add the eggs, and set a timer for 7 minutes. Bring the eggs back to a gentle boil and cook that way. Drain and transfer to an ice bath after 7 minutes.