Strictly Business

Strictly Business

Year: 1991

Runtime: 84 mins

Language: English

RomanceComedy

A comedy following Waymon, a successful real‑estate agent stuck in a loveless long‑term relationship. When he falls for hip‑ster club‑goer Natalie, he enlists his charismatic mail‑room colleague Bobby to help him appear cooler and move up the corporate ladder, using their schemes to turn a simple promotion into a boardroom power play.

Warning: spoilers below!

Haven’t seen Strictly Business yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – Strictly Business (1991)

Trace every key event in Strictly Business (1991) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Bobby's ambition and rivalry begins

Bobby, a low-level mail clerk, longs to enter the trainee broker program. He resents that a coworker with less time in the mailroom got in ahead of him. The simmering ambition sets up a growing rivalry with Waymon, who is closer to a partnership.

Day 1 Office, Real estate investment firm
2

Waymon spots Natalie at lunch

During a lunch break, Waymon spots Natalie, a party hostess, and is instantly attracted but tongue-tied. He worries that his advancement will hinge on navigating this social circle. Bobby's push for the trainee program tightens the stakes around their deal.

Day 1 Office, Lunchroom
3

The deal: Bobby helps, Waymon helps Bobby

Bobby reveals Natalie's photo to Waymon and the two strike a deal: Waymon will push Bobby toward the trainee broker program if Bobby helps him meet Natalie. The arrangement links Bobby's career trajectory to Waymon's chance at partnership. Their alliance marks a shift from rivalry to uneasy collaboration.

Day 1 Office
4

Unsuccessful club encounter

After an unsatisfying date with Deidre, Waymon meets Bobby at a club but fails to connect with Natalie. The failed encounter tests the new alliance and raises the pressure to prove themselves. They part with a plan still in motion.

Evening, Day 1 Club
5

Deadline looming on the Savoy tower report

Back in the office, Waymon spends the day on a financial report and is late to a meeting. The senior partner fumes, promising the report will be complete by Friday. The deadline adds urgency to both men's careers.

Day 2 Office
6

Bobby upgrades appearances; Natalie notices

Bobby nudges Waymon to upgrade his wardrobe, and they head to a bar where Natalie works as a cocktail waitress. Natalie notices him this time, hinting at a potential future connection. Waymon then dedicates Thursday to polishing the report, determined to deliver a strong effort.

Thursday Bar
7

Cocktail party and Natalie's work

At a cocktail party, Waymon tells David that he completed the Savoy tower report. Deidre reacts negatively to Bobby's arrival, threatening to dump Waymon if he leaves with him. The trio then goes to Natalie's workplace, only to find it closed down by the IRS; Waymon takes Natalie away and they spend the evening together.

Friday evening Cocktail party; Natalie's workplace
8

Sabotage and consequences

David and his trainee sneak into the office and make changes to the report. Bobby gets the revised report to the potential Japanese investors, who pull their bid. Waymon assumes Bobby sabotaged the work and fires him, and he learns he must find another buyer by Monday or be fired himself.

Friday night Office
9

Lunch date and reconciliation

Natalie arrives at Waymon's office for their lunch date, but his stress over finding a new investor makes him cold and distant; she tells him off and leaves. His secretary later reveals that Bobby wasn't to blame for the earlier mishap. Waymon apologizes and agrees they need a big investor, with Bobby coordinating a Monday presentation.

Saturday Office
10

Holleran brothers arrive and invest

First thing Monday, the Holleran brothers from Harlem National Bank arrive and realize they already know Waymon and Bobby from a club. After Waymon's presentation they sign on as investors, and Waymon is made partner. In the lobby, David's actions are exposed and he is fired.

Monday morning Lobby, Tower; Banking meeting
11

Natalie receives forgiveness and new space

Waymon apologizes to Natalie, and he and Bobby escort her to a huge space for her club. The Holleran Brothers commit to investing in her club, sharing profits 50-50. The trio looks forward to a brighter future as Natalie pursues club ownership with solid backing.

Monday Office to new space
12

New partnership and growth

With Waymon as partner and new investors in both the Tower and Natalie's club, the enterprise gains momentum. Natalie gains a clear path to launching her club with financial backing. Bobby celebrates the progress as the trio moves toward a more secure future.

After Monday

Last Updated: October 09, 2025 at 14:44

Mobile App Preview

Coming soon on iOS and Android

The Plot Explained Mobile App

From blockbusters to hidden gems — dive into movie stories anytime, anywhere. Save your favorites, discover plots faster, and never miss a twist again.

Sign up to be the first to know when we launch. Your email stays private — always.

Explore Movie Threads

Discover curated groups of movies connected by mood, themes, and story style. Browse collections built around emotion, atmosphere, and narrative focus to easily find films that match what you feel like watching right now.

Workplace buddy comedies like Strictly Business

Ambitious colleagues team up to navigate career and romance in the big city.Movies like 'Strictly Business' that capture the fun and ambition of professional partnerships. If you enjoyed the dynamic between Waymon and Bobby, you'll like these similar comedies about coworkers navigating career challenges and romantic pursuits in a steady, upbeat urban setting.

collaborativeaspirationalcomicalupbeatenergeticurbanprofessional

Narrative Summary

The narrative follows a straightforward arc where two individuals with complementary skills form an alliance to overcome professional obstacles. Their journey involves a series of comedic schemes and misadventures that test their friendship but ultimately lead to mutual success, both in their careers and personal lives.

Why These Movies?

Movies in this thread are grouped by their shared focus on collaborative ambition, a comical yet hopeful tone, and a steady pacing that builds towards a satisfying, happy conclusion. They offer a lighthearted look at professional life where friendship and cleverness triumph.

Romantic makeover comedies like Strictly Business

Characters reinvent themselves for love, discovering authenticity is the real key.If you liked the romantic pursuit and self-improvement arc in 'Strictly Business', explore these similar comedies. These films follow characters who try to change their image for love, leading to humorous situations and a hopeful message about the value of being your true self.

aspirationalromanticcomicalupbeatidentityself-discoverycharming

Narrative Summary

The plot revolves around a central bargain: a character who feels inadequate enlists help to adopt a new identity. This leads to a series of comedic encounters where the act is tested, culminating in a crisis that forces the character to choose between the manufactured image and their authentic self, with the latter winning out in the end.

Why These Movies?

These films share a specific narrative pattern of romantic pursuit driven by a comedic identity transformation. They have a light emotional weight, a steady, predictable pacing, and a universally happy ending that reinforces the theme of self-acceptance.

Unlock the Full Story of Strictly Business

Don't stop at just watching — explore Strictly Business in full detail. From the complete plot summary and scene-by-scene timeline to character breakdowns, thematic analysis, and a deep dive into the ending — every page helps you truly understand what Strictly Business is all about. Plus, discover what's next after the movie.

Strictly Business Summary

Read a complete plot summary of Strictly Business, including all key story points, character arcs, and turning points. This in-depth recap is ideal for understanding the narrative structure or reviewing what happened in the movie.

Strictly Business Summary

Characters, Settings & Themes in Strictly Business

Discover the characters, locations, and core themes that shape Strictly Business. Get insights into symbolic elements, setting significance, and deeper narrative meaning — ideal for thematic analysis and movie breakdowns.

Characters, Settings & Themes in Strictly Business

Strictly Business Spoiler-Free Summary

Get a quick, spoiler-free overview of Strictly Business that covers the main plot points and key details without revealing any major twists or spoilers. Perfect for those who want to know what to expect before diving in.

Strictly Business Spoiler-Free Summary

More About Strictly Business

Visit What's After the Movie to explore more about Strictly Business: box office results, cast and crew info, production details, post-credit scenes, and external links — all in one place for movie fans and researchers.

More About Strictly Business

Similar Movies to Strictly Business

Discover movies like Strictly Business that share similar genres, themes, and storytelling elements. Whether you’re drawn to the atmosphere, character arcs, or plot structure, these curated recommendations will help you explore more films you’ll love.