What good is an investment strategy if you can’t stick with it? Jared Dillian, editor of The Daily Dirtnap, returns to Boxes & Lines to talk with Ronan Ryan and John Ramsay about his latest book, The Awesome Portfolio, and his case for making investing less stressful. He shares how losing half his net worth after Lehman Brothers collapsed changed his approach to risk and why your paycheck and portfolio may be more connected than you think. Along the way, he explains why gold is the "Dennis Rodman" of asset classes, makes the case for keeping cash handy, and what it's like to DJ with Goldman Sachs’ David Solomon.