Known early in his Red Sox career for the dramatic, Ortiz has hit 10 walk-off home runs; all but one have come with the Red Sox, though the latest on 26 August 2009 against Chicago White Sox reliever Tony Pena (no relation to former catcher Tony Pena or his son, Tony).  Three of those came in 2006, which was the same season that he set the single-season franchise record for home runs with 54.  In total at Fenway Park, he has left the yard 164 times, all but one time with the Red Sox.

Most of his home runs have come as a DH; 46 have come with him playing first base.  Two home runs have come as a pinch-hitter; his only one with Boston happened 29 May 2011 against Tigers reliever Jose Valverde.

In total, his home runs have plated 627 runners; about one-third of his home runs have come with runners on base.  Ortiz has 11 grand slams in his career, all but one with Boston; his latest came 20 June 2012 off Miami Marlins pitcher Chris Hatcher.  42 of his home runs have come with two runners on base; 110 have been hit with one runner on base.

The pitcher who has surrendered the most home runs to Big Papi is current Philadelphia Phillies pitcher Roy Halladay, who has given up six; all came while Halladay was with the Toronto Blue Jays.  Current Toronto pitcher Jamie Moyer is second with five; seven other pitchers have allowed four.  In his career, the left-handed Ortiz has shown more success against right-handed pitchers, with only 89 home runs coming off southpaws.

Of the 58 Ortiz hit with the Minnesota Twins, with whom he played between 1997 and 2002, four were against Boston pitchers.  The last came against former teammate Pedro Martinez, who served up an offering to Big Papi on 16 August 2002.  Ortiz also hit one against the Red Sox off Pedro’s brother Ramon Martinez on 07 September 2000, which proved to be the one grand slam he would hit with the Twins.

Not surprisingly, most of his home runs have come against American League East Division opponents; Toronto has been victimized 46 times.  Outside Boston’s division, the Texas Rangers lead opponents with 27 home runs surrendered to Ortiz.  The National League franchise with the highest total is the Miami Marlins, who have allowed eight.

Source: David Ortiz Career Home Runs – Baseball-Reference.com

Since the awards were first handed out in 1957, 16 Red Sox players have captured the honor a total of 36 times. The first year the awards were given, only one award was made for both leagues, and Frank Malzone won the inaugural honor at third base. Five Boston players have won the award multiple times, with former outfielder Dwight Evans holding the team record with eight Gold Gloves won between 1976 and 1985 and Carl Yastrzemski capturing seven in his 23 seasons with the club. Nine times, the Red Sox have had more than one honoree in the same season; twice they have had three. Yastrzemski, Scott, and outfielder Reggie Smith all won at their positions in 1968 and Evans, outfielder Fred Lynn, and shortstop Rick Burleson each capture the honor in 1979. The last time the Sox had more than one winner in a single season came in 1990, when pitcher Mike Boddicker, the only Boston player to ever win a Gold Glove as a pitcher, and outfielder Ellis Burks both won. Gold Gloves have been at a premium for Boston players since averaging better than one per season between 1957 and 1985; catcher Tony Pena in 1991 had been the last Red Sox player to capture the defensive honor before Varitek ended a 14-year drought in 2005, giving the team a total of just five awards in the last 22 seasons.