Founder, Red Light Management
$500 MILLION-PLUS IN TOURING GROSSES: Capshaw's reluctance to speak to the media means Red Light flies somewhat under the radar as music's largest independent management firm. Red Light employs approximately 70 managers -- 33 of them women -- and represents over 300 acts, including the most Grammy-nominated woman of 2019, Brandi Carlile, and nine of Billboard's 25 Top Country Artists of 2018, including Maren Morris, Luke Bryan and Chris Stapleton. Many of those same artists, along with Lionel Richie, Phish, ODESZA and Dave Matthews Band (which scored its seventh straight Billboard 200 No. 1 studio album debut in June with Come Tomorrow), contributed to over $500 million in touring grosses, says Capshaw, whose stakes in a number of music festivals -- including Outside Lands, Bonnaroo, South by Southwest, the cannabis-themed Emerald Cup and a number of destination events -- added to that revenue stream. "There's a movement of people craving one-of-a-kind communal experiences, and the touring business is a beneficiary of it," he says. Other investments include merchandising, e-commerce and an array of music venues, as well as nonmusic ventures that range from real estate development to solar energy. His experience in the former drives his philanthropic initiative with DMB to renovate public housing and build affordable residences in Charlottesville, Va.