Drake stays winning. The Toronto rhymer has placed a total of 100 hit songs on Billboard's Top 100 chart in the span of his career.

His first mark on the list was 2009's "Best I Ever Had" which peaked at No. 2. On the other hand, the recent additions come largely from his collaboration with Future, What a Time to Be Alive, as well as his Meek Mill diss track "Back to Back." Although, ironically, his assist on Meek's "R.I.C.O." is also included in his rack of songs that led to the achievement.

His single, "Hotline Bling" is also charting well as it peaked at No. 4 on the chart. Drizzy has yet to have one of his own songs reach No. 1 yet though. The only track that the Young Money artist saw his name next to numero uno was Rihanna's "What's My Name?"

Nonetheless, 2015 proves to be Drake's year as he covers The FADER's 100th anniversary issue, opens a restaurant in his hometown, is in the top three of Forbes' Hip Hop Cash Kings list and continues to make moves with his label, OVO Sound. He's also kissing the greatest female athlete of all time.

The 28-year-old joins a small group of music acts to accomplish this feat including Young Money leader Lil Wayne, who's had 127 songs in the Top 100 chart. Elvis Presley (108) and the cast of Glee (207) have also succeeded the 100 point.

See 10 Best Lyrics From Drake and Future's 'What a Time to Be Alive'