#2 Winning the league in 3 different nations
This record seems pretty much out of Messi’s reach. Having already won the League titles with Manchester United in England and Real Madrid in Spain, Ronaldo is trying to win the Serie A with Juventus in Italy. With Manchester United, he won the Premier League thrice (2006-07, 2007-08 and 2008-09).
He would later join Real Madrid in 2009 and would win the LaLiga in 2011-12 and 2016-17. Then, this summer, he jumped ship to Juventus and is on course for his first Serie A with the Bianconeri enjoying a massive 15-point lead over 2nd placed Napoli with only 10 matches remaining in the season.
On the other hand, Messi has spent his entire career with Barcelona and it looks very much likely that he will hang up his boots there too. So the question of winning the league in 3 different nations is effectively ruled out.