Preparedness rhymes with:
blessedness, crookedness, handedness, lightheadedness, vividness, wickedness, awkwardness, backwardness, badness, baldness, blandness, blessedness, blindness, bloatedness, boldness, coldness, crookedness, discontentedness, fadness, farsightedness, fondness, goodness, handedness, hardness, high-spiritedness, kindness, lightheadedness, low-spiritedness, madness, mindedness, nearsightedness, poor-spiritedness, public-spiritedness, redness, rudeness, sadness, sandness, shrewdness, soundness, spiritedness, vividness, weirdness, wickedness, wildness
Preparedness sounds like:
perforating, perforations, perverting, preparations, proofreading, proportions, purporting