Drake Livestreams Gambling Session With Kevin Hart

The rapper hosted the stream in partnership with online gambling platform Stake, with the two players in separate locations.

Updated on Nov. 6, 2026 in Casino

Dim, empty streaming studio with a boom microphone, glowing ring light, and two dark chairs angled apart beside a stack of amber chips.
Drake and Kevin Hart gambled on a livestream sponsored by online casino platform Stake, with the two players seated in separate locations. AI Illustration. Upload story photo >

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Drake hosted a livestream in partnership with online gambling platform Stake in which he and Kevin Hart gambled from different physical locations. Audio problems briefly interrupted the broadcast, and Drake voiced frustration with his production team.

Why it matters

The stream shows how celebrity-hosted livestreams are being used to promote online casino platforms to large audiences. Pragmatic Play's separate announcement of a two-day event with Hart indicates the format is expanding across casino brands.

Pragmatic Play announced four exclusive live casino sessions hosted by Kevin Hart across a two-day event, a format that builds on Hart's prior appearances on High Stakes Poker. Stream viewership and wagering totals have not been reported.

The players

Drake

Canadian rapper from Toronto who frequently shares his wagers and participates in casino livestreams.

Kevin Hart

American comedian and actor who previously appeared on High Stakes Poker and competed in the 2017 Super High Roller Bowl.

Stake

Online gambling platform that partnered with Drake to host the livestream.

Pragmatic Play

Casino game provider that announced Kevin Hart would host live casino sessions through a new partnership.

The details

Drake and Kevin Hart gambled together in a livestream hosted by Drake in partnership with Stake, with each player seated in a different physical location. Audio problems briefly interrupted the broadcast, prompting Drake to express frustration with his production team.

Timeline

  1. November 6, 2026: Drake and Kevin Hart livestream coverage published

  2. November 2026: Pragmatic Play two-day event featuring Kevin Hart sessions

Culture Shift

The stream extends the celebrity high-stakes gambling format popularized by High Stakes Poker into live digital streaming. Hart's earlier televised appearances and the 2017 Super High Roller Bowl set the precedent for high-roller celebrity play now moving onto platforms like Stake.

Viewers can watch the Drake and Kevin Hart stream through Stake's livestream channel. Pragmatic Play's two-day event with Kevin Hart offers a separate opportunity to watch live casino sessions in November.

The takeaway

Celebrity-hosted gambling streams can attract large audiences, but viewers should treat on-screen high-stakes play as entertainment rather than a guide to outcomes. Check a platform's terms and local gambling rules before participating.

Further reading

Explore more casino coverage for context on how celebrity gambling streams fit into the industry.

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Do you support celebrities promoting online gambling platforms to their fans?