Sam and family moved to Whitby where he coached many teams in both Whitby and Oshawa. Sam was a teacher by profession spending some 30 years as an auto shop teacher at Eastdale CVI in Oshawa before moving on to McLaughlin CVI for 3 years before retiring.
While at Eastdale, Sam was instrumental in the creation of the highly successful LOSSA (Durham Region) High School Baseball League which grew to 30 teams. Sam’s teams were either LOSSA Champions (5 times) or runners-up (5 times) and advanced to the Blue Jays’ Prentice Cup play-offs at the SkyDome four times with his Eastdale Eagles winning the Championship on one occasion.
Dempster has been the only coach that the Durham College men’s baseball program has ever known, as he was fashioned the team for its inaugural season in 1992. Under Dempster’s guidance, the Durham baseball program has been a contender in the Canadian Intercollegiate Baseball Association (CIBA) for the last 19 years, recording only one losing season.Since 1995, the team has qualified for the Ontario Championship finals in all but one year; while Dempster has gone on to compile an impressive overall record of 314-298 and a conference record of 206-117. In 2011, the Lords were crowned champions of Canadian College baseball as they won the CIBA National Championship.
In January of 2007, Dempster was awarded the Julio Puente Envoy International Coach Award by Major League Baseball at the American Baseball Coaches Association Conference in Orlando, Florida. The prestigious award is presented by MLB for unselfish, dedicated and passionate work in growing the game of baseball.
“Coach D” works every summer as an MLB envoy, touring throughout Africa and Europe on behalf of Major League Baseball (MLB) with the goal to promote and grow the game of baseball worldwide. Dempster has also organized the Lords efforts of donating baseball equipment and uniforms to several different European Baseball Clubs.
In addition to his lead role at Durham, Dempster is also an associate Canadian scout for Major League Baseball’s Milwaukee Brewers and previously a scout for the New York Yankees.
Dempster is also the head coach of the Great Britain National team that participated in the World Baseball Classic qualifying round in Regensburg, Germany this past September. The team also returned to the European Championship which took place in the Netherlands.
Dempster was the recipient of the 2011 European Baseball Coaches Association Career Achievement Award, which was presented in Prague. The award was presented to Dempster for his dedication in helping to grow baseball in Europe after being an MLB Envoy Coach in European countries for over 10 years, working at the grass roots level as well as with elite players. Dempster was inducted into the Whitby Sports Hall of Fame in 2010.
For back-to-back years, Dempster has been named in the top 100 influential Canadians in Baseball.