Conundrums are the hurdles in our race to complete the Great Commission. They can make you run slower or trip you, so the race is never finished. Thus, the ideal solution is to remove the hurdles altogether. A conundrum is a “confusing and difficult problem or question,” which is often a roadblock to progress until and unless it is confronted and resolved. Over the centuries, many such puzzling issues have thwarted the Great Commission’s fulfillment. In this book, I hope to address four primary categories, which in my opinion, have done damage to our efforts of fulfilling the Lord’s direct mandate. These Great Commission Conundrums are regarding financing, policy, accountability, and philosophy. And while this book primarily addresses their relationship to missionaries and churches (the pastors and leaders thereof), it is also written to apply to individuals and families who consider themselves Great Commission Christians and who want to do their part to see its fulfillment in their lifetime.