5 Active NBA head coaches with the winningest regular-season record

#4 Billy Donovan - Win Percentage: 60.8

Billy Donovan entered the NBA as head coach of the Thunder in 2015

Before making the move to the NBA, Billy Donovan spent two decades with the University of Florida, notably winning back-to-back NCAA championships in 2006 and 2007. He was appointed Oklahoma City Thunder head coach in 2015, and in his first season in charge, Donovan guided the Thunder to a 55-27 record - before coming within one-win of the 2016 NBA Finals.

Following the departure of Kevin Durant, Donovan managed to successfully refocus his team around Russell Westbrook, and the Thunder have finished with at least 47-wins over the past three seasons. However, the 54-year-old's biggest achievement has come during the current campaign as he has guided an unfancied OKC team to a 35-22 record. After overseeing 234 wins in his 385 games in charge of the Thunder, Donovan is among the NBA's most underrated head coaches.

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#3 Gregg Popovich - Win Percentage: 67.6

Gregg Popovich is one of the most celebrated head coaches in NBA history

After taking over as head coach of the San Antonio Spurs in 1996, Gregg Popovich quickly changed the projection of the franchise, and the 71-year-old is now regarded among the greatest coaches in NBA history. Popovich has delivered five titles to the Spurs (1999, 2003, 2005, 2007, 2014), and thanks to his longevity and leadership, Popovich became the coach with the most wins in league history in April 2019.

Popovich has led the Spurs to a winning record in every campaign since the 1997–98 season and has also delivered five 60+ win seasons. In all, Popovich has overseen an incredible 1876 regular-season games as head coach of the Spurs, delivering 1269 wins (67.6%).