Varsity Coaches

Varsity Head Coach Jack McFarland

Coach McFarland has led the Wreckers to the FCIAC Championship game in 2006, 2008, 2009,2011 and 2015.  The Wreckers won the FCIAC Championship in 2008 and 2009, winning back-to-back Championships for the first time in school history, and won the Title again in 2011 to make it 3 FCIAC Championships in 4 years for the Wreckers.  In 2009, Coach McFarland was named FCIAC Baseball Coach of the Year, and in 2011 Coach McFarland received the Coaching Award from the Westport Sportsmen. 

The 2015 season saw the Wreckers qualify for a school record 8th straight FCIAC tourney slot and tie a school record for wins (22),  Staples Baseball went all the way to the FCIAC and State  Finals and claimed the  Central Division title. 2017 brought a historic LL State Title for the 1st time in school history, along with #1 ranking in Final State poll! Coach McFarland won his 200th career game in the State Championship game beating Amity 5-1 in the final. The 2017 Staples team was awarded Westport Sportspersons of the Year by Fairfield County Sports Commission.

Since his arrival in 2005 the program has  had numerous players earn All-League, All-Area, All Metro and All-State recognition, also a major initiative was accomplished in 2009 with the full renovation of the Staples Baseball Field which included new dugouts,new infield, underground drainage system, and an outdoor batting  cage. Coach McFarland has also been an assistant coach for the Staples Football program since 1995; in 2004 he was named the CHSCA Assistant Coach of the Year. He is currently an Assistant Dean at Staples. Jack resides in Monroe with his wife Norma; they have 4 daughters-20 year old twins Kelly and Kenzie, 15 year old Megan and Abby who just turned 11.


*Overall Record  200 – 107  winning .650%


*FCIAC Champions- 2008,2009,2011

*FCIAC Regular Season Champions –  2009 (14-4) 2010 (16-2) 2014 (16-2)

*FCIAC   Runner-Up –2006, 2015

*Division Champions –2009,2010,2014,2015

*LL State Finalist –2015

*LL State Champions – 2017 Ranked #1 Ct New Haven Register!


Phone: 203 341-1286


Varsity Assistant Coach Bob Smoler

Coach Smoler is in his 12th year coaching the Staples Varsity baseball team, working with the pitchers and catchers. Coach Smoler played catcher at both Scarsdale High School in New York and at Colgate University. Since 1993 he has coached various baseball teams in Westport involving children ages 9-18 years of age. He also runs all the town baseball programs in Westport for children age 13 and over. Coach Smoler is a certified Math teacher at Fairfield-Warde High School.

Brian Sikorski-Hitting Coach

Coach Sikorski is entering his 4th season with Staples High School as Staples hitting coach. Under Coach Sikorsky’s instruction the batting average for the 2018 Class LL State Champion Staples team was .307, with a school record 85 extra base hits. During his stint at Staples Brian has had numerous All League, All Area, and All State players.

Prior to Staples Brian spent 30 years working at the Walt Disney Company ABC/ESPN business unit. Brian graduated from New Canaan High School where he played 3 varsity sports during his high school career. In 2010 he was inducted into their Hall of Fame. Brian attended Villanova University on a 4-year Academic/Athletic scholarship where he graduated from their business school of commerce and finance. Brian’s father Joseph was a coach and athletic director at NCHS. During his 34 years there he was one of the founding members of the FCIAC and is a member of both the FCIAC and CIAC Hall of Fames.  His two sons played for Coach McFarland and were on his FCIAC Championship teams. Brian lives in Westport with his wife Mary, and two sons Joe and Jimmy.

Varsity Pitching Coach Trevor Brown

The 2017 campaign marks the 2nd year for Trevor Brown  at Staples. Trevor spent 2015 as Fairfield University’s Pitching Coach and Associate Head coach.

In 2014, the Fairfield  Stags had one of the best pitching staffs in the MAAC with a 3.77 ERA and set the program record for wins (32) and tied the program record in saves (11). Fairfield also had two-pitchers earn All-MAAC honors, including EJ Ashworth, who was named to the First Team after going 6-2 with a 2.85 ERA, and Mike Wallace, who was named to the Second Team after going 5-5 with a 3.32 ERA.

During his first season as pitching coach in 2012, the Stags pitching staff led the MAAC with a 3.93 ERA and a 1.42 WHIP with opponents hitting just .269 in 2012. Fairfield also set single season records for innings pitched (460.1), strikeouts (315), and shutouts (5).

Brown came to Fairfield after spending two seasons as the pitching coach at Fordham University. While working with the Rams, Brown was able to cut the pitching staff ERA almost in half and helped them to a 30-win season.

Prior to Fordham, Brown spent seven years at Pace University where his staffs ranked among the leaders in the conference and in the nation in ERA, strikeouts and saves. In 2009, Pace’s pitching staff ranked third in the conference in strikeouts (297) and saves (11) while Brown coached his hurlers in 2008 to the top ranking in Division II in ERA (2.62) and hits per inning. In 2007, Brown’s pitching staff ranked second in the conference in strikeouts, saves and runners picked off and third in opposing team’s batting average and fourth in ERA.

Brown also served as pitching coach at Georgetown University for two seasons. Brown, a 2000 graduate of Eastern Connecticut State University began his coaching career at his alma mater from 1999-2000. He was also a manager for four summer league teams, including the Manchester Silkworms and the Eastern Tides of the New England Collegiate Baseball League (NECBL).

Brown brings professional playing experience, having played two seasons in the Western Australian Baseball League with one-year stints with the Albany-Colonie Diamond Dogs of the Eastern League and the Johnstown Steel of the Frontier League.

JV Coaches

Junior Varsity Head Coach Jeff Love


Coach Jeff Love was an All Housatonic selection at Amity Regional High School, he enrolled at St.Johns and was a member of the 1993 Big East Championship team.  Coach Love was a 2nd team Big East selection and also All Northeast Region 1st Team pick. Jeff also played professionally for three years in the St.Louis and Houston organizations, and also four years in the Atlantic League. This will be Coach Loves first year with the Staples program.  Jeff currently works for Riddell and resides in Southport with his wife Ronni and his 3 boys Jonathan, Ryan and Jack.

Junior Varsity Coach Glenn Bader

Coming soon!






Junior Varsity Coach Mike Caetano

Coach Caetano enters his 8th season the Wreckers baseball staff.  He has played baseball his entire life and was born an avid Yankee fan. He graduated from Amity High School and Southern Connecticut State University. He teaches Physical Education and Health at Staples.Mike resides in Orange, CT.

Freshman Coaches

Jeb Backus

Coach “Jeb” Backus is a 3rd generation life-long resident of Westport and was  NAIA All-American Outfielder at Flagler College in Florida. While at Flagler, Coach Backus was recruited to play in the National Baseball Congress for the Valdosta Red Sox and was a 2 time All-State and All-Regional outfielder in 1985 and 1986. Coach Backus SHS 81’  was a 3-year  starter for the Wreckers Varsity baseball team. Coach Backus began his coaching career 1985 as a special Olympics softball coach and in 1990 and 91 Coach Backus was selected an assistant varsity baseball coach at Brookfield High School. In the last 12 years Coach Backus has spent his time coaching in Westport as a Little League head coach, district all-stars coach and head travel coach for 10U through 16U travel teams.    Jeb resides in the Saugatuck area of Westport with his wife Karen and children Tripp SHS 17  and daughter Jillian. 

Don Smith

Coach Smith played his HS baseball at McMahon HS,he currently is a paraprofessional at Staples in the special ed dept,and an assistant basketball coach in the girls basketball program at Staples.