Office Ladies

Second Drink: Goodbye Toby, Part 2

Mar 9, 2026
They finish breaking down a big farewell with awkward goodbyes and a surprise proposal. Behind-the-scenes tales include wardrobe challenges, a false labor scare and a body double. Parody songs and on-set improv get recreated and celebrated. Deleted scenes, filming logistics and a tribute to a longtime crew member round out the recollections.
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INSIGHT

Show Bible Goodbye Reveals Toby's Canon Details

  • Jenna and Angela created a Show Bible Goodbye format to summarize Toby's character facts from the writers' bible.
  • The bible lists specifics like Toby's Bishop O'Hara graduation, Costa Rica plans, Finer Things Club membership, and 7-minute mile time.
ANECDOTE

Ferris Wheel Rental Cost And Grueling Party Shoot

  • The Ferris wheel used in the parking lot party was rented from Awesome Events for $7,500 for three days.
  • The party setup took one full day and the parking lot sequences filmed across two days and nights with cast using puffy coats and hand warmers between takes.
ANECDOTE

Ryan Arrest Clip Was Real YouTube Footage

  • The Ryan arrest clip played in the bullpen was an actual private YouTube upload filmed for the show and later made public when the episode aired.
  • Cast watched the private account footage on set during the scene to capture genuine reactions.
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