Early life

Gladstone graduated from Kent School in 1960 where he began his rowing career. He then attended Syracuse University^[3] where he continued to row and graduated with a bachelor's degree in American literature.^[4] He is the son of Henry Gladstone,^[3] a renowned radio announcer in the 1950s and 1960s in New York City. He is married to Daria Gladstone, and has three children, Ethan Gladstone, Wendell Gladstone, and Sonya Gladstone.

Career at Princeton and Harvard

Gladstone began coaching in 1966, directing the Princeton University^[5] freshmen to a pair of silver medals at the Intercollegiate Rowing Association regatta, also known as the IRA. Gladstone then took over as varsity lightweight^[6] coach at Harvard^[7] in 1970.^[4] His Harvard crews were undefeated for four straight seasons.^[4] They won four straight Eastern Sprints championships and, in 1971, the Thames Challenge Cup and Wyfold Challenge Cup at the Henley Royal Regatta in England.

Career at Cal

In 1973, he was appointed as head coach of the Cal varsity crew team.^[4] He also coached the 1973 U.S. National team. During his tenure at Cal from 1973 to 1980,^[4] Gladstone's Bears had three undefeated dual-race seasons, an IRA title in 1976,^[8] yet only one Pac-10 championship in 1979.^[9]

Gladstone retired after the 1980 season^[4] and coached the Cal Alumni for one race in 1981—winning the San Diego Crew Classic. He then decided to coach rowing again and was approached by Brown University.^[3]

Career at Brown

Gladstone coached Brown from 1982 to 1994.^[3] At Brown, Gladstone crews amassed four Eastern Sprints championships, five IRA championships^[4][8] and two National Collegiate Rowing Championship titles. In both 1993 and '94, the Brown varsity crew completed the "triple crown" with victories in each of these regattas – a feat that had never before been accomplished. In Gladstone's final season at Brown, the men's crew went undefeated as a program at all levels of competition.^[3] Many of Gladstone's athletes at Brown became members of the national teams for the US and for other countries. Following the 1994 season, Gladstone retired from coaching rowing for the second time.^[3]

Return to Cal

Upon retiring, Gladstone helped found Resolute Racing Shells, where he was president and director of marketing. However, Gladstone returned to coaching crew at Cal beginning with the 1997 season.^[4]

In his first two years back, his varsity squads finished third at the IRA. In 1999, Gladstone's varsity boat ended Cal's 23-year IRA championship drought.^[8] Cal then went on to capture four straight IRA varsity titles from 1999 through 2002^[6] and was undefeated for three straight years. His assistant coach in charge of the freshman squad at this time was rowing coach Craig Amerkhanian (who later went on to a career at Stanford University). The majority of Gladstone and Amerkhanian's oarsmen from those years were members of the national team for either the USA or some other country.

After his return to Cal, Gladstone's varsity boat won seven Pac-10 championships. In addition, they won seven straight San Diego Crew Classics, 1999–2005, and four straight Windemere Collegiate Crew Classics, 2003–2006.

In 2001, Gladstone was named Director of the Intercollegiate Athletic Department at Cal from which he resigned from in 2004 to focus solely on his job as the head coach of Cal men's crew.^[4] Gladstone's tenure as athletic director included the hiring football head coach Jeff Tedford.^[4]

After the 2008 rowing season, Gladstone retired from collegiate coaching and accepted a job with the California Rowing Club, which is housed on the same property as Cal but in adjacent boathouses.

Career at Yale

In 2010, Gladstone left the CRC to assume the head coaching position for the Yale University heavyweight men. Since then he has brought the program at Yale back in the national spotlight. His efforts began to bear fruit during the 2014–2015 season, with a first-place finish at Eastern Sprints (the first for Yale since 1982), a win over Harvard in their annual head-to-head race (the first since 2007), and a win over five-time national champion University of Washington at Henley Royal Regatta in the final of the Ladies' Challenge Plate. Yale followed up these results with a first-place finish at the 2015 Head of the Charles Regatta in the regatta's marquee event, the Men's Championship Eights. In 2017, Yale went on to capture its first IRA varsity title by defeating the University of Washington at Lake Natoma by 0.069 seconds.^[10] In 2018, Yale captured its second IRA varsity title by defeating the University of Washington at Lake Mercer by 2.689 seconds. In 2019, Yale captured its third IRA varsity title by defeating the University of Washington at Lake Natoma by 3.14 seconds. After missing the 2020 and 2021 seasons due to the COVID-19 pandemic, the Yale heavyweight men returned in 2022 with gold medals at Eastern Sprints in the 1st, 2nd and 3rd Varsity Heavyweight Eight Grand Finals. At the 2022 Intercollegiate Rowing Association national championships, Yale's 1st Varsity Heavyweight men finished 2nd behind University of California, Berkeley, while the 2nd and 3rd Varsity Heavyweight men captured the gold medal in their respective Grand Finals. In 2023, in his last season as a coach, his Varsity Heavyweight Men and Third Varsity Heavyweight eights won their respective Grand Finals at the Eastern Sprints, while the Second Varsity finished fifth in their Grand Final. At the IRA National Championships, the Varsity, Second Varsity, and Third Varsity Eights finished in 4th, 3rd, and 5th in their respective Grand Finals, earning the team a 3rd place finish in the overall Points Trophy.

Gladstone has served on the board of directors of the National Association of Amateur Oarsmen and has also been a member of the Men's Olympic Rowing Committee.