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"Speakeasy Does It" is the fourth episode of the seventh season of , and the one-hundred-first episode overall. It aired on November 3, 2021.
|When the Legends arrive in Chicago, they come across a speakeasy that caters to a diverse crowd, however their presence results in upsetting a mob who in turn burn down the club. Wanting to make things right, Zari demands they help to fix the club by throwing a party, with a special performance by The Bullet Blondes, to help raise money to rebuild it. Coincidentally, Astra, Spooner and Gideon are also in Chicago and feel compelled to help a female musician sever ties to the mob, while also trying to reach the Legends. Meanwhile, Gary points out something that Nate never realized about his relationship track record.|
- Caity Lotz as Co-Captain Sara Lance
- Tala Ashe as Zari Tarazi and Zari Tomaz
- Jes Macallan as Co-Captain Ava Sharpe
- Olivia Swann as Astra Logue
- Adam Tsekhman as Gary Green
- Shayan Sobhian as Behrad Tarazi
- Lisseth Chavez as Esperanza "Spooner" Cruz
- Amy Louise Pemberton as Gideon
- Nick Zano as Dr. Nate Heywood
Special appearance by
- Matt Ryan (credit only)
- Aubrey Reynolds as Maude Beaumont
- Giacomo Baessato as J. Edgar Hoover
- Hamza Fouad as Eddie
- Sage Brocklebank as Ross Bottoni
- Eva Tavares as Susie Spencer
- Michael Connor as Pianist
- Malcolm Aiken as Trumpet Player
- Morgan Derera as Ticket Taker
- Kevin Mundy as Donny
- Matteo Friend as Ricky
- Neil Charlesworth as Record Executive
- TJ Oberholzer as Shopkeeper
- Dustin Wyatt as Butcher
- Stephanie Cho as Seamstress
- Amira Anderson as Maid
- Nicholas Preston as Shoe Shiner
- Jeremy Fleurissaint as Driver
- The episode's title is a play on the phrase "easy does it".
- According to the sign on the door of Chicago's Chapeaux, the events of this episode occur in the week of the 3rd to 9th of a month, with the back of a sign advertising an event taking place on a Monday the 24th.
- The only month of 1925 with a Monday the 24th was August, placing this episodes events in early August.
- This is somewhat consistent with the dating of "", as those events presumably occurred in either April or July, with the July dating seeming more consistent.
- However, this is vastly inconsistent with the dating provided in "", which states that the events of said episode concluded on October 24, 1925.
- The Legends get upset when Gary tips their waitress $20, due to the fact that it's overly generous and nearly a quarter of their entire budget ($93.65). While Gary feels a $20 tip is fitting for what they'd ordered (by 2021 standards), $20 in 1925 would be equal to $301.13 in 2021.
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