Machel Montano's Road March victory this year, now places him in 2nd place on the all-time list, tied with Austin 'Superblue' Lyons with 10 victories.
The late Lord Kitchener holds the top spot with 11.
Montano, Ian 'Bunji Garlin' Alvarez and Gamal 'Skinny Fabulous' Doyle were announced Wednesday as this year's winners with their song 'Famalay'.
It was played 346 times, well ahead of Kees Dieffenthaller's 'Savannah Grass'.
Montano had been third on the list before this year's victory.
He posted on Instagram: "This season has been the Greatest Of All Time for so many reasons This win just goes to show what happens when we open ourselves to Collaboration & Unity! FAMALAY! History has been made! @skinnyfabulous represented St. Vincent like a real General! Congratulations bro...appreciate you"
Famalay's victory also represents the first time that Bunji Garlin has won a Road March and the first time that non-national (Skinny Fabulous is from St Vincent) has won.
Garlin posted on Instagram: As I celebrate 20 years existence in soca I would like to thank God for all that time and all that I’ve experienced in it. I thank him for the people that have been met along the way. I would like to congratulate my brothers @machelmontano @skinnyfabulous on such a powerful piece of material that made people just came together in unbelievable ways and of course on the Road March win!!! Thank you @fayannlyons for encouraging me to do the song when it came and the words were ‘do it because you like it and not for a look, let it mean something to people or leave it alone’ and we proceeded and everyone won. Love to @dadamuzic and @internationalstephen on all their work that went into this and @chekothari and Fay as well in many many scenes behind to make sure it stood!!!"
The Road March rules allow a song to win, as long as the majority of the singers on it are Trinidad and Tobago nationals.