The rapper's Toronto lifestyle brand and a Florida-based lender have filed dueling lawsuits against each other in Canada.
Drake speaks onstage during Drake's Till Death Do Us Part rap battle on October 30, 2021 in Long Beach, California.
Amy Sussman/Getty Images
Drake’s apparel company, October’s Very Own (OVO), is locked in a legal feud with an investor who recalled a $4 million loan and now says the rapper’s business owes double that amount.
OVO, the Toronto-based lifestyle brand founded by Drake, his manager Oliver El-Khatib and producer Noah “40” Shebib, made a deal last year with a Florida-based debt lending company called Applied Real Intelligence (A.R.I.). During a summer 2025 fundraise, A.R.I. lent OVO 5.2 million Canadian dollars ($3.7 million) via a series of convertible notes transactions.
