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#1 Thierry Henry
Much like Vieira, Henry was a key component of Arsenal's Invincibles. He was also part of the French team which won the World Cup and the Euros. Like Vieira, Henry also won a treble, forming a devastating trident with Messi and Eto'o under Pep Guardiola. However, before his spells at Arsenal and Barcelona, he spent half a season at Juventus in 1999.
His performances at Monaco convinced the hierarchy at Juventus to shell out €12.5 million for the French star. Employed as a left winger ever since Wenger put him there in for Monaco 1994, neither Marcello Lippi or Carlo Ancelotti showed much interest in employing Henry primarily as a forward.
20 matches brought 3 goals and within 6 months of joining, he was off to Arsenal. They paid €16 million as Wenger realised that there was so much untapped potential and made him the main man in North London.
It's clear that his time in Italy was a failure. Not only was the Italian league different from the French league, Serie A defences were better and he was marked tightly. Reflecting on his time in Italy, Henry said:
“I wasn’t enjoying myself at all. I felt like I’d lost the desire to play football.”
An inexperienced Ancelotti had replaced Lippi at the helm in the middle of the season to salvage Juventus' season. Ancelotti said, per Philippe Auclair's book Thierry Henry: Lonely at the Top:
"I didn't think I could play Henry in the middle. He never told me he could."
Under contract at Juventus, Henry was on a plane when he coincidentally bumped into his former Monaco boss Arsène Wenger, the manager of Arsenal. "Thierry," Wenger said, per Andrew Anthony at The Observer (h/t the Guardian).
"You are wasting your time on the wing. You are a No. 9."
The sliding doors moment of meeting Wenger could have planted seeds of doubt in Henry's mind, whose 'dream club' was not Juventus—it was always Arsenal.
A serious issue with Juventus executive Luciano Moggi played a key role too. Their relationship broke down as Moggi tried to include him in a transfer with Udinese without his knowledge. The Old Lady's loss turned out to be Arsenal's gain.
