1. JoJo in 2006 with "Too Little Too Late" (15 years, 8 months)
2. Demi Lovato in 2006 with "This Is Me (with Joe Jonas)" (15 years, 11 months)
3. Shawn Mendes in 2014 with "Life in the Party" (15 years, 11 months)
This is what pisses me off about Urban radio. You have two of the top 3 popular rappers in Kendrick and Cole, both putting out good music yet they still don't get as much airplay as others.
A$AP Rocky is also very popular but most of his songs don't do that well on urban radio.