The tangerine-hued ex-gaffer, nicknamed 'Tangoman' by Aberdeen Mad contributor the Red Avenger, has experience of both Scottish and Dutch football, having managed in both countries.
And Caldo says that the teams' similar styles and quality will make tonight's UEFA Inter Europa Diddy-Toto league Second Qualifying Round First Leg tighter that a really tight thing in a convent.
He said: "It’s a really intriguing tie.
"Both teams are very similar. I don’t think there will be much in the game at all as they are both well matched.
"Defensively they are both strong and have players who can hurt you on the break.
"Aberdeen have the likes of Peter Pawlett, Niall McGinn and Adam Rooney who are perfect for the European stage.
"But it’s the strength in defence with both teams that impresses me the most and it’s the best part of their game."
However, Calderwood believes that the Dons' early start to the season could give them the edge.
"It was a massive blow for Aberdeen to lose to Motherwell in the final game of last season which meant an early start in Europe this season but that can work in their favour against Groningen," he added.
"They are out of the blocks quicker and have played two competitive games. That for me is a big advantage."
Source: Daily Record