For years, Deke Wilson, 41, was ambivalent about undergoing a medical transition to male. He felt it was critical for his happiness, but there were plenty of reasons to put it off: the expense, the difficult recovery, the potential medical complications. But while sitting at home during the early weeks of the coronavirus pandemic, Mr. Wilson said he felt the urgency. “You’re trying so hard to avoid getting this one sickness,” he said. “Why? Because you want to live — you want to experience life fully to the best you can. For me, that means being comfortable in my skin.” Mr. Wilson, who works at a logistics company in Cleveland, underwent five surgeries from March through December last year at University Hospitals Cleveland Medical Center, recovering while working from home. He expects to return to in-person work this month.