The WHA jailbreak 1972–1979
A rival league's checkbook forced the NHL to compete on price for the first time.
The NHL had operated for decades with an effective salary ceiling enforced by owners who rarely bid against each other. The upstart World Hockey Association shattered that in 1972 by offering Bobby Hull a reported $1 million signing bonus to jump leagues — a sum bigger than most NHL franchises' entire annual payroll — and forcing the older league to start paying market wages to keep its stars.
Gretzky's LA market & Lemieux's Pittsburgh deal 1988–1999
A trade to a major media market and a record contract extension showed one superstar could out-earn a whole roster.
Gretzky's 1988 trade to the Los Angeles Kings opened Southern California's endorsement and media market to hockey for the first time, while Mario Lemieux's 1992 Pittsburgh extension, reported at $42 million over seven years, became the richest contract the sport had ever seen. Forbes' newly launched athlete-earnings lists tracked both men directly for the first time.
The cap-less arms race 2000–2004
Salaries climbed unchecked in the years just before a lockout forced a hard cap onto the league.
Without a salary cap, a handful of big-market teams bid star salaries into territory the league's smaller franchises could not match. Jaromir Jagr's 2001 move to the New York Rangers, reported at $11 million a year, briefly made him the highest-paid player in North American team sports on a per-year basis — a number the 2004–05 lockout was largely designed to prevent happening again.
Salary-cap superstars 2005–2018
A hard cap didn't stop two generational scorers from reaching new pay ceilings through long-term deals and endorsements.
The 2005 collective agreement introduced a hard team salary cap, but front-loaded long-term contracts and growing personal endorsement portfolios let Sidney Crosby and Alexander Ovechkin post total-earnings figures well above what their individual cap hits alone would suggest, once sponsors like Gatorade, CCM and Bauer were counted.
The modern cap ceiling 2019–present
Rising league revenue pushed the cap itself upward, letting the next generation's biggest names out-earn Crosby and Ovechkin's peaks.
As the NHL's salary cap climbed with league revenue, Connor McDavid and Auston Matthews signed extensions worth more per year than any contract in the sport's history, backed by endorsement portfolios built for a more digitally native hockey audience — pushing total peak-year earnings past $16 million for the first time.