Under the presidency of John Weatherson the Club started the 1966 season in E Section with $400 in the bank and a new coach, Jack McLeod. Jack had been Chairman of Selectors of Hawthorn Football Club for the previous seven years. The home ground was again Leigh Park and Firsts and Reserves sides were fielded. Don Elmer was Reserves captain coach.

Old Trinity was slow to adjust to the ways of a professional coach, and mid-way through the season the Firsts had won only two games and were eleventh on the ladder. The Reserves were sixth with four wins and four losses.

Graham Humphreys and Ian Curtis were captain and vice-captain of the Firsts respectively. After 12 games Jamie Cox had kicked 49 goals and was the leading goal kicker in E Section. Things didn’t improve for the Firsts in the second half of the season. They won only one more game and finished eleventh on the ladder out of twelve teams, with three wins and fifteen losses. The Reserves also tailed off to win only two more, finishing sixth with six wins and nine losses.

Michael Henry finished equal first in the voting for the VAFA E Reserves Section Best and Fairest, but lost on a count back. John Latchford and John Leaper had outstanding seasons and Dick Dart and John Williams started playing with the Club as schoolboys.

John Dodd received a commendation in Tunga for being the best of the benchwarmers having donned the dressing gown for 5 matches. However, he also made it into the Amateur Football Record in the following extract: “Two excellent players for Old Trinity Reserves last week were John Williams and John Dodd. Both players showed a ton of dash in the mud and were fearless in their approach to taking the ball through the packs”.

Roy Smead was appointed a life member. Roy had been a great contributor to, and supporter of, the Club since its inception. He roamed the boundary roaring his support for the team; his booming voice unmistakable, and a great encouragement to the players. Roy’s sons Warwick and Robin were also great contributors to the Club, Warwick also becoming a life member in 1968.

Awards for 1966

Fairest and Best: Ian Curtis
Most Consistent Senior Player: Bruce Henry
Best Clubman: Tony Dart
Best 1st Year Player: Jim Charge
J.E. Cousens Trophy: Terry Hense
Most Consistent Reserves Player: Michael Henry
Leading Goal Kicker: Jamie Cox
100 Games: Peter Kagan