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• Retroactive Recognition: several actors who have since gone on to bigger and better things stand out in the cast list:
  • Alec Baldwin: 1988 was a big year for Alec Baldwin. He entered the year with Hey, It's That Guy! status, and then along came the John Hughes flick She's Having a Baby, followed by Beetlejuice, Married to the Mob, and Working Girl. A little more than a year later he would break out into stardom as Jack Ryan in The Hunt for Red October.
  • David Duchovny: Working Girl was his first ever film credit. Look for him in the back of the closet in the upper left at Tess's surprise birthday party. See him again in the credits billed as one of four "Tess's Birthday Party Friends".
  • Oliver Platt: Tess's coworker Lutz from early in the movie, in only his 3rd ever movie credit.
  • Kevin Spacey: Coke-snorting Bob Speck from Arbitrage. Spacey was a last-minute replacement to play the role, being picked up in the limo with a copy of the script on the back seat for him to learn on the way to the shoot. He had a recurring role on the 1980s crime drama Wiseguy at the time, but mostly was doing bit parts in movies and one-off roles on other TV shows.
  • Joan Cusack as Tess's friend Cyn. Cusack was most famous at the time for being on Saturday Night Live in the 1985-86 season, as well as a few bit parts in other movies. She has worked steadily ever since in television and movies, including the Toy Story movies, in which she provides the voice of Jessie the Cowgirl.
  • Nora Dunn as Ginny. This was the first movie Dunn ever appeared in. She was best known at the time for being a current regular on Saturday Night Live. Dunn was on SNL from 1985-1990. She also has had steady work in minor roles in television and films ever since.
  • Olympia Dukakis as the Personnel Director for Petty Marsh, who ends up placing Tess with Katharine Walker. Dukakis was most famous at the time for winning the Oscar for Best Supporting Actress playing Cher's mother in Moonstruck the previous year, and for being the cousin of 1988 Democratic Presidential Nominee Michael Dukakis. She went on to play roles in Steel Magnolias, the Look Who's Talking movies, and Mr. Holland's Opus.
  • A 19-year-old Ricki Lake as a bridesmaid at the Trask wedding. She's only on screen long enough to point out fellow bridesmaid "Bitsy" to Harrison Ford. Earlier in 1988 she played the lead role in John Waters' Hairspray, and went on to a long and steady career in television, including a six-year run as a talk show host.