The Patriots, Bruins, Red Sox, and Celtics have made Boston the most successful sports city in the country over the last twenty years.

The Boston sports teams that makeup what we call the “City of Champions” have brought us some of the best players and moments in our team’s history. Taking it one step further, Boston sports as a whole – New England Patriots, Boston Red Sox, Boston Celtics, Boston Bruins – is a true sports dynasty.

Since the start of 2000, Boston sports have earned a total of twelve championships; which is more than any other city in the sports world.

The New England Patriots account for six Super Bowl titles (‘01, ‘03, ‘04, ‘14, ‘16, ‘18), the Boston Red Sox four World Series Championships (‘04, ‘07, ‘13, ‘18), and the Boston Celtics (‘08), along with the Bruins (‘11), each won a championship of their own since the turn of the century.

The amount of homegrown talent that we have seen in this city over the last twenty years is incredible. Tom Brady with the Patriots, Mookie Betts with the Red Sox, Jaylen Brown and Jayson Tatum with the Celtics, and Patrice Bergeron and Brad Marchand with the Bruins, have all been drafted and developed their careers in Boston.

Boston became a free agent destination all throughout the 2000s. The city started seeing more interest from some of the top talents around the different sports teams throughout Boston.

Some players over the years who didn’t start their careers in Boston would end up coming in and wind up becoming legendary sports icons in the city. The two biggest names are without a doubt David Ortiz and Kevin Garnett.

But along the way, there have also been many other great players who have made their way into Boston and impacted the culture of Boston sports. Manny Ramirez, Ray Allen, Corey Dillon, and Tuukka Rask have all etched their names in the history of Boston sports.

What has made Boston sports successful over the years in comparison to other sports cities has been the steady consistency from the front offices and ownership. Although each team and sport is different, the ability to negotiate contracts and invest in the athletes they believe in is similar.

Let’s take a look at how differently the Boston sports teams handle their players and contracts.