The evening was organised by the Trust as the final stage of their launch, and saw the first screening in English of a documentary on Calvo-Garcia's time at the club - culminating in the 1999 Division Three play-off final win over Leyton Orient, in which the midfielder scored the winning goal.
He also answered questions from attendees for around 90 minutes, before posing for picture swith fans and the trophy from the memorable victory at Wembley.
Some of the answers he gave were surprising - including that he felt his favourite Iron goal was a chipped effort against Scarborough, rather than the match-winner at the national stadium.
He joined the Iron Trust - signing on the pitch at half-time of the game against Colchester, after picking the winning 50/50 draw tickets - becoming the second former player to sign up, after Cliff Byrne joined in pre-season.
"I think the interim board are genuine and serious people that want to improve the relationship between the club and supporters, and I am very keen to help them," said Calvo-Garcia.
"When the supporters trust contacted me a few months ago asking me to be part of this project, I was very clear I wanted to be involved in anything that was going to improve the relationship between the club, supporters and the community."
The Trust were delighted with the evening, which also raised more than £500 from an auction of memorabilia.
"We would like to thank Alex for flying out for the evening, and for helping making it such a success," said Luke Thornhill, a member of the interim board.
"He is so popular because of his dedication to the team, and town, and really took us to heart just as we did him.
"It was an enjoyable evening for us and we got great feedback from members, we now need to prepare for elections but are already thinking about what other fundraising events we could put on to help us invest in the club."