Longtime Bruins captain Ray Borque remains history’s greatest offensive defenseman — he owns the records for career scoring, assists and points by a defenseman to this day.

                By                    Andrew Lisa

Ray Bourque: $20 Million

Bourque repped his native Canada in the 1998 Olympics in Nagano.

Although he was inducted into the Hall of Fame during his first year of eligibility and remains one of the only players to have his number retired by two different teams, he didn’t appear to land major endorsement deals. After more than two decades in Boston, he signed one last contract with the Avalanche for $5.5 million for a single season, according to ESPN.

  • What Money Topics Do You Want Covered: Ask the Financially Savvy Female
  • 5 Things Most Americans Don’t Know About Social Security
  • 20 Home Renovations That Will Hurt Your Home’s Value
  • What Income Level Is Considered Middle Class in Your State?