On this installment of our advice segment, we address a question about making a huge life change. A listener named Where Am I Going writes of his disillusionment with his corporate job, and shares his dreams to live a nomadic lifestyle. But taking the leap feels reckless to him — and would almost certainly mean ending his long-term relationship. 

"How can I identify with confidence what is going to make me the most happy in the long term?" he asks.