Ability to formulate insightful questions is a timeless life skill essential for thriving in life. To deal with the vast knowledge now available, especially in digital form, we adopt strategies of skimming and scanning which are detrimental to deep understanding. Questions trigger contemplative pauses that lead to sense making, deep understanding and insights. Questions amplify our curiosity, focus our attention on the relevant, serve as filters to glean meaning and sculpt thought. With guided DIY exercises, four case studies and over thirty illustrations, Only the Curious Shall Thrive is a book about questioning strategies we can adopt for achieving 21st century learning goals of knowledge acquisition, deep understanding, mastery, creativity and pursuit of wisdom.