Prep the Oven - Preheat the oven to 350°F (175°C). Line a baking sheet with parchment paper.
Roast the Squash and Garlic - Carefully slice the butternut squash in half lengthwise. Scoop out the seeds with a spoon and discard. Rub the cut sides with olive oil and place cut side down on the baking sheet.
1 whole butternut squash, 2 bulbs garlic, Extra-virgin olive oil
Cut the garlic heads in half horizontally along the equator. Drizzle a little olive oil on the sheet pan, then place the garlic cut side down in the oil. Roast for 1 hour, until the squash is tender when pierced with a knife.
Cool and Scoop - Let the squash and garlic cool until easy to handle, about 20 minutes. Scoop the squash flesh into a blender.
Add the Garlic - Squeeze the roasted garlic cloves out of their skins and add to the blender. (Note: Typically the papery garlic skins will lift right off the individual cloves, but you can also squeeze the garlic from the skins.)
Blend the Soup - Add the quart of chicken stock, bouillon, and cream. Blend until smooth. Transfer the mixture to a soup pot and bring to a gentle simmer. If the soup is too thick, add more stock to reach your desired consistency.
1 quart chicken stock, 2 tablespoons Knorr chicken bouillon, ¼ cup heavy cream
Crispy Sage Leave (bonus!) - For the crispy sage leaves, warm a tablespoon of butter in a pan until it’s bubbly warm, as it begins to brown toss in fresh sage leaves to crisp them up. This process goes quickly! So be careful not to burn the leaves. Gently remove with a slotted spoon, use as garnish.
Fresh sage leaves
Serve and Garnish
Ladle into bowls and top with 3-4 cheesy croutons and crispy sage leaves. Finish with cracked black pepper.