Kendrick Lamar has officially surpassed Jay-Z's record, becoming the most-awarded rapper in Grammy history! RELATED: Here's What We Know About The Mother Of Kendrick Lamar's Kids Whitney Alford Kendrick Lamar Surpasses Jay-Z's Record, Becoming Most-Awarded Rapper In Grammy History According to the Daily Mail, on Sunday, February 1, Kendrick Lamar's Grammy wins rose to a record-breaking number of 26. This, reportedly breaking Jay-Z's record of taking home a total of 25 Grammys - the most a rapper had ever earned until Sunday with Lamar.