Ian Harvey

Player & Coach Development Coordinator

Ian has been involved in coaching and instructing with Oakville Little League since 2013. During that time, he has provided instruction to various Whitecaps teams as a coach and guest instructor and also assisted with building development initiatives for the league. He has coached several Oakville Little League teams in the past and is the father of 2 ballplayers that play in the league.

He is currently involved with providing support in coach and player development, working with Oakville Little League on building the Whitecaps and House League programs and provides assistance as a coach for Whitecaps and House League teams.

Ian has previously been a head and assistant coach with the Fieldhouse Pirates baseball program and currently serves as a pitching coordinator and coach.

Prior to moving back home to Oakville, he was a collegiate and professional pitcher. In university, he played at Oklahoma State University, Pepperdine University and Oklahoma City University, where he was an Academic All-American student-athlete. As a professional from 1999-2003, Ian reached AA, playing for 5 seasons in the independent Frontier League, Red Sox, Padres and Phillies organizations. Prior to a career-ending injury in 2003, he was the closer for Team Canada in the 2001 Baseball World Cup and Padres minor league ERA leader in 2002.

Derek O’Reilly

16U All-Star Manager

Derek has been coaching in our House League and Whitecap program for the past 10 years. He brings passion and energy to the diamond and is excited to revive the Senior Whitecap program.

Derek played in 2 Canadian Little League Championships (12u & 13U) during his own baseball career and has been a fan of the game ever since.

Doug Enright

14U All-Star Manager

Doug has coached in our house league program since 2016 and has completed NCCP modules on pitching and hitting at the Toronto Blue Jays Academy National Coaching Clinic in 2018 and 2019.

He describes his coaching style as “encouraging and supportive with an emphasis on individual player development within a team-first framework.”

Jason Harvey

12U All-Star Manager

Jason has been with Oakville Little League since 2015 coaching T-Ball. In 2019 he was the assistant coach of 8U Whitecaps. Jason has been a resident of Oakville for over 35 years and grew up playing in the Oakville baseball system. He moved on to play intercounty baseball with the Guelph Royals and Hamilton Cardinals. Jason is dedicated to promoting playing the game the right way to his players and looks forward to the challenge of coaching the Whitecaps. Jason has completed NCCP Level 1.

Brennan Carson

10U All-Star Manager

Brennan Carson has been coaching baseball at different levels for the past 13 years, including Oakville Little League house league, five years as a Whitecaps Manager and three years coaching high school baseball. Brennan coached a Whitecaps 10U team to a district championship and Provincial Finals in 2014.

Brennan has a passion for youth sports with two simple objectives: have fun and get better. In addition to baseball, he has coached skiing and soccer. He has two sons that played for the Whitecaps and now both play Ontario University baseball.

Sean Williams

8U All-Star Manager

Sean has been involved with Oakville Little League as a coach for several teams over the past few years. As a parent to two young boys, the family is active across many sports including baseball, hockey, soccer, golf, and skiing. In addition to baseball coaching, Sean has coached high school football teams at Oakville Trafalgar and has also coached with the Oakville Rangers hockey club.

Sean has also volunteered his time with several organizations including the Canadian Toy Association, PetSmart Charities of Canada, Boys & Girls Clubs of Toronto, and as a Co-Founder of LWW Children’s Foundation.