Martha Stewart releases another hit, but faces personal conflicts as her marriage crumbles; undeterred, she partners with Kmart and launches Martha Stewart Living, solidifying the rise of her empire.

Martha Stewart's peak success in 1999 is followed by a swift downfall; two years later, she's found guilty of lying to authorities, serving five months in prison and five months under house arrest.

Martha Stewart befriends inmates in prison; doubts about her comeback arise, yet she swiftly resumes work and faces unexpected challenges; Martha embraces a new, popular and culturally relevant version of herself.