Meet the Coaches

ProSkill Coaches and Instructors

Dan Gordon – Director/Head Instructor

Dan is an accomplished hockey player and Coach. Since 2019 he has been Head Coach of the Pingree School (Prep/NEPSAC) and former Endicott College Assistant Coach at the NCAA DIII level for four seasons.  Coach Gordon has also coached at the Semi-Professional, Junior, and Youth level since 2009.

Over his three seasons involved with Junior Hockey, Coach Gordon helped move 11 players to NCAA Division I programs and 24 players to the Division III ranks. Played his College Hockey at both Division I + Division III and was part of each team’s most successful seasons in the history of both Collegiate Programs.

Dan has also played Professionally for two seasons, one in Europe and one in the U.S. He has been running hockey camps, clinics and private lessons since 2010 and is passionate about coaching and youth development in the sport of Hockey.

Coaching Background:
’19-Present – Head Coach Pingree School (Prep)

15’-’19 Endicott College NCAA DIII (Asst. Coach)
• 15′ + 16′ Conference Regular Season Champions
• 16′ + 17′ Conference Regular Season + Playoff Champions, Quarterfinalist in NCAA Tournament

13’-15’ – Boston Junior Bruins (HC Elite + Asst. Premier)
• 13’-14’ League/Playoff/USAH National Champs – P
• 14’-15’ League/Playoff/USAH  National Champs – E

12’-13’ – Boch Blazers – Jr. B (Head Coach)
• League/Playoff Champions, USA Hockey League Representative for Nationals

11’-12’ – Cape Cod Bluefins – Single ‘A’ Pro – HC

09’-10’ – Univ. of Southern Maine NCAA DIII – AC

People Worked with:
7 yrs. with Graeme Townshend
• Former NHL Skating Coach – Toronto + San Jose

1 yr. w/ Pertti Hasanen
• Current NHL Skills Coach – New Jersey Devils

Playing Background:
11′-12′ – Cape Cod Bluefins – Single ‘A’ Professional
• Second on Team in Points Per Game
• First on Team in Points in Playoffs

10’ – 11’ – Evry Redskins (French Pro League)
• Second League Leading Goal Scorer (PPG)
• First on the team in Points Per Game

07’ – 09’ – University of Southern Maine ( NCAA DIII)
• Leading Scorer (ECAC East/NESCAC)
• Finalist for Joe Concannon Award
(Best American Born Player in New England)

• First Team All-Star ECAC East/NESCAC
• Team Leading Scorer – Junior + Senior Year

04’ – 07’ – UMass-Amherst (NCAA D1 Hockey East)
• Athletic Scholarship

00’ – 04’ – The Pingree School (NE Prep Hockey)
• 225 Career Points (92 Senior Season)
• First Team Allstar NE Prep Div.2
• Team Captain Sr. Year

Ross Olsson – Head Instructor / Spring+Summer Tournament Director

Ross’s passion for hockey runs deep and he enjoys working with players to help them reach their goals.

Ross is currently playing Professionally in the ECHL for the Orlando Solar Bears. Ross has played most of his professional career for the Worcester Railers with some AHL games for the Bridgeport Sound Tigers. Ross played his college hockey for Endicott College and holds the record for most career points by any player in program history with 134.

Before college Ross played junior hockey in the USHL, NCDC and High School at Williston North Hampton Prep School and Billerica High School.

Ross is the current AAA Spring + Summer Tournament Director, please email Ross at if interested in AAA Tournaments.

Dan, thank you very much for the training and coaching this summer. Drew loved it and he looks great compared to teammates that did other programs. Thanks again!

Andrew G. '08 Dad

Drew Callin – Head Instructor

Drew Callin currently plays for the Springfield Thunderbirds in the AHL. Drew is in his 3rd season professionally and has also played in the ECHL for the Worcester Railers with current PSD instructor Ross Olsson. Before signing professionally, Callin played four years at Bentley College NCAA Division 1 where he had 90 points in 141 games.

Prior to Bentley, Coach Callin play junior hockey in the USHL and NAHL. Drew is from Middleton, Wisconsin.

Alex Berry – Instructor

Recently retired after six years professionally from AHL, ECHL, Italy and Denmark.

Berry was drafted in 2005 by the Toronto Maple Leafs 153rd Overall in the Fifth Round.

Alex played his Collegiate Hockey at UMass-Amherst after a year with the Boston Jr. Bruins.  In 2013 Alex was part of the Reading Royals ECHL Kelly Cup Championship Team.

Thanks Dan, Chris loved your clinic, sign us up for next year!!!

Chris K. 07' Dad

Chris Higgins – Instructor

Recently retiring from hockey finishing his career in England for the Belfast Giants, Chris played his collegiate hockey at Boston University, and was a National Champion in 2010.

With a career that spans the NCAA, ECHL, AHL, Italy and Sweden before landing in Belfast. Higgins played for the New Hampshire Monarchs before BU and 3 years at the Pingree School and was the line-mate of PSD Head Instructor and Director Dan Gordon.

Matt Filipe – Instructor

Matt currently plays for the Providence Bruins in the AHL. Before his professional career Matt played for Northeastern University.  He was selected in the third round (67th overall) to the Carolina Hurricanes in the 2016 NHL Draft.  Ranked No. 51 by NHL Central Scouting among North American skaters ahead of the 2016 NHL Draft. Participated in the 2016 NHL Combine in Buffalo, N.Y., where he finished in the top 25 in five categories.  Played the 2015-16 season with Cedar Rapids (USHL), finishing fifth on the team with 36 points in 56 games.

Matt also played three seasons at Malden Catholic, where he totaled 50 Points in 58 career games, leading the Lancers to back-to-back Super 8 titles in 2013 and 2014.

Tommy Besinger – Instructor

Tommy currently plays professional hockey in ECHL. Tommy began his professional career in Europe playing for Mullhouse in the top French League. Before turning Pro Tommy played college hockey for Endicott College. Tommy began his collegiate career with Division 1 Army at West Point. Before college he played for the South Shore Kings of the USPHL, where he was a two-time All Star. He tallied 40 points in 2014-15 on 18 goals and 22 assists for the Kings. Besinger finished with 79 points in two seasons.

Prior to the Kings, the Milton, Mass., native was a two-time Catholic Conference All Star at Boston College High School and had 68 points in 49 games

Logan Day – Instructor

Logan currently plays for the Lehigh Valley Phantoms in the AHL. Logan has played 4 years professionally and also played for Bakersfield Condors in the AHL before signing with the Phantoms. Before joining the professional ranks Logan began his collegiate career with Division 1 Providence College and was part of the National Championship team in 2015. He then moved on to play two years with Endicott College where he was an All-American both seasons. Before college he played for the South Shore Kings of the USPHL, where he was an All Star and tallied 44 points in 13’14’ for the Kings.

Prior to the Kings, the Seminole, FLA, native played for Kents Hill School and had 97 points in two seasons.

All ProSkill Development Staff goes through CORI and SORI checks.