Along with Rob Walton, in 1985, Glass managed development of Retail Link program, Walmart's proprietary trend-forecasting software.

Shortly after assuming sole ownership of the franchise Glass appointed his wife and their three children to the board and important senior management roles with the organization, despite the fact that none of them had any meaningful background in baseball.

While his cost-conscious managerial style ensured large profits, the Royals were barely competitive for most of the early part of the new millennium.

[7] Glass' management is cited for transforming the Royals from a perennial playoff contender in the 1970s and 1980s to one of the worst teams in Major League Baseball during the 1990s and early 2000s.

[7][10] Glass created a controversy on June 9, 2006, by revoking the press credentials of two reporters who had earlier asked pointed questions to Royals management.

[11] The move to avoid criticism infuriated many within the press and led to a backlash of articles that extended far beyond the Kansas City sports community.

In August 2019, Glass agreed to sell the team to Cleveland Indians vice chairman John Sherman, pending approval from Major League Baseball and its remaining owners.

[16] Glass and his wife, Ruth, were the parents of three children, Dan, Don and Dayna, all of whom served on the Royals' board of directors.