Trace three guests' roots into the heart of slavery, revealing that there is no singular narrative and challenging preconceptions of an era that profoundly shaped our nation's sense of itself. Hip-hop artist Nas discovers a web of his slave ancestors and their intimate relationship with their slave master; award-winning actress Angela Bassett meets ancestors whose slave family tragedy is rivaled only by a triumphant emancipation story; and presidential advisor Valerie Jarrett goes back in time more than 200 years to meet a formidable line-up of free people of color — all of them of trailblazers.