Asking your boss for a raise isn't always easy, though there are steps you can take to be prepared.Momo Takahashi/BIJPMorgan's David Kelly said US workers have been too timid when it comes to asking for raises.One career advisor suggests you create a "brag sheet" to outline your accomplishments.Experts also recommend doing research on pay, knowing your worth, and leveraging tech for raises.A top Wall Street exec thinks most of us need to get better about asking for a raise.David Kelly, the chief global strategist at JPMorgan Asset Management, told Bloomberg that many US workers appear timid when going to their employer for more money — even though there are some 8 million job openings across the country."Everybody knows it's hard to find a good employee," he said.Kelly said that, in some cases, discussions about layoffs can make workers believe it's not a good time to ask for a boost."It's good messaging from these companies," he said, adding, "There's nothing like announcing prospective layoffs to quiet down the labor force."So, if you're thinking it's time for a bump, here are four tips from workplace experts on how to talk with your boss.Keep a record of your winsIt's easy to lose track of all the things you've accomplished at work, especially as the months roll by.