Prepare cracked wheat: Bring water to a boil. Place cracked wheat in small mixing bowl and pour water over it; stir to fully incorporate wheat. Let cool to 120-130ºF.
In stand mixer bowl, add 1 cup bread flour, yeast, sugar and salt; mix well. Add cooled cracked wheat and oil to flour mixture. Using a paddle attachment, blend on low speed for 30 seconds. Beat on medium speed for 4 minutes.
Switch to dough hook attachment. Gradually stir in enough remaining flour to make a firm dough. Knead until smooth and elastic, about 5 to 7 minutes.(NOTE: For hand mixing: following above steps, mix ingredients in large mixing bowl using a wooden spoon or dough whisk. Knead on floured surface until smooth and elastic.) Place dough in lightly oiled bowl and turn to grease top. Cover; let rise until indentation remains after poking dough with finger down to second knuckle, about 1 hour.
Turn dough onto lightly floured surface; punch down to remove air bubbles. Roll or pat into a 14x7-inch rectangle. Starting with shorter side, roll up tightly, pressing dough into roll. Pinch edges and ends to seal. Place in greased 9x5-inch loaf pan. Cover; let rise until indentation remains after touching.
Preheat oven to 375ºF.
Bake for 35 to 40 minutes. Remove from pan; cool on wire rack.