In her teenage years, Castillo used to compete in various amateur singing contests with Regine Velasquez.
In the Philippines, Regine Velasquez made another version for her multi-platinum album R2K, this time with a more upbeat tempo and a jazzy feel.
The Quezon Convention Center hosted a number of concerts and fine performances such as Megastar-Sharon Cuneta, Mr. Pure Energy-Gary Valenciano, Concert Queen-Pops Fernandez, Concert King-Martin Nievera, Song Bird-Regine Velasquez, Pop Princess-Kyla, Pop Trio-Apo Hiking Society, PBB Stars- Sam Milby and Kim Chiu, Wolfgang, and Quezon's Pride-Aiza Seguerra.
Jaci Velasquez | Regine Velasquez | Régine Chopinot | Régine Zylberberg | Patricia Velásquez | Regine Sixt | Regine Angeles | Cain Velasquez |
Songs from OPM luminaries like Basil Valdez, Sharon Cuneta, Martin Nievera, Gary Valenciano, Regine Velasquez, Jaya, Zsa Zsa Padilla, Ogie Alcasid and even bands like Rivermaya, True Faith, I-Axe, South Border are given the "Jay R touch" and will surely appeal to his fans and OPM music lovers alike.
As a well known Filipino composer he has worked with such greats as Pido Lalimarmo, Janno Gibbs, Regine Velasquez, Martin Nievera, his own band Side A and renowned Japanese sound/recording engineer Koji Ishikawa.
In 2008, she performed with other Philippine singer such as Regine Velasquez, Kuh Ledesma, and Zsa Zsa Padilla in the Araneta Coliseum, called Divas 4 Divas.