Matthew Cline writes about loss, starting over, and the strange freedom that can come when you have nothing left to lose. He’s lived both ends of that story: the highs of international finance—luxury resorts, business-class flights, private clubs—and the lows of growing up poor on welfare, then later surviving paycheck to paycheck after 2008, fighting to keep a home. He lives in the Pacific Northwest with his rescue puppy, Poppy.