Tim is stressed in his current job and wants to make a change but does not know what to do. He loves to travel but does not have enough money to do so full time. The document lists Tim's options such as retiring, becoming an engineering director, doing contract coaching, or becoming a travel guide. It evaluates each option based on factors like holidays, security, health impact, revenue, and enjoyment. It suggests Tim try contract coaching for 3 months or build a tour startup on the side while keeping his current job.