Heat your oven to 350 degrees. Line a baking sheet with parchment and arrange the squash and prosciutto on top, being careful to space it out.
While the squash and prosciutto are in the oven, divide the spinach, goat cheese, craisins, and pepitas between two bowls.
After about 12 minutes the prosciutto will have hardened and the squash will be hot. Add the squash on top of the salads, and crumble the prosciutto over. Drizzle the roasted garlic dressing over the top.