His fourth album, 1999's How Lucky I Am, produced two top 40 singles, with the song "God Gave Me You" eventually becoming a big hit in the Philippines.

[3] Raised by a musical family, White began playing the drums at age 5 through the instruction of his father.

[1] After moving to Nashville White sold T-shirts for the band Pearl River, in which his friend Derek George played guitar.

[1] Although it failed to reach Top 40 on the Hot Country Songs charts, his debut album was released under the production of Lehning and Walker.

The success of these latter two singles helped Bryan White achieve a platinum certification from the Recording Industry Association of America (RIAA) for shipments of one million copies.

[1] A review in the St. Petersburg Times said that the label "erred by releasing a novelty song as his first single" but added "the rest of Bryan White's debut album makes it clear that he has talent polish and promise.

"[5] Tom Lanham of New Country magazine thought that the album showed promise despite White's age, while comparing his vocal delivery favorably to that of Vince Gill.

That same year, Diamond Rio charted in the Top 5 with "Imagine That", which White co-wrote with Derek George and John Tirro.

White's 1999/2000 single "God Gave Me You" from the album How Lucky I Am became a massive hit in the Philippines 16 years after it was released due to its use of the AlDub love-team phenomenon which was vocally dubbed by Alden Richards and Maine Mendoza on the Kalyeserye segment of the noontime TV variety show Eat Bulaga!.

The success of this song prompted White to visit the Philippines for the first time to perform a concert at the Smart Araneta Coliseum on December 1, 2015.

Being so young in the 1990s and thrust into stardom so fast, White found that the industry's pressures ended up taking their toll.

On March 20, 2013, White announced to his Kickstarter backers that the album would at least include the following songs: "Another Day In The Sun," "Amen," "Born To Be Somebody," "Call Me Crazy," "Another Man's Shoes," and "What I Already Know."