Meet Lam Bo-Sang (Chow), the richest man in Hong Kong with the wealth to build a space station. Tired of his luxurious lifestyle after hearing that it would take years, if not decades, for a commoner to afford extravagant jewelry and other luxury items by earning on salaries from working in the jobs of ordinary people, as well as the unappealing prospect of an Arranged Marriage with his cousin Cindy Chan (Li), Sang leaves his home in pursuit of the lifestyle as an ordinary man, as well as looking for a woman that he indeed truly loves.
At a charity gala, Sang meets Hung Leung-Yuk (Chang), the sister of Hung Tung Tung (Ha Yu), who runs a noodle restaurant and a catering company under his name. In order to get close to Yuk, Sang applies to work at Tung's company. Hijinks ensue with the employees there, consisting of four brothers (Beyond) who aspire to become a boy band and bratty kid Rocky Ma (Wong Kwan-yuen), as well as complicating Tung's plans to have Yuk to propose to Jimmy Chiu (Cheng). Meanwhile, as Sang's butler Fatso (Wong Sam) supports and approves of the romance between Sang and Yuk, his grandaunt (Ouyang Sha-fei) and Chan demand to locate Sang's whereabouts to ensure the arranged marriage goes on as planned.
From its premise, one can say that this movie is Coming to America IN HONG KONG! but more family-friendly. Although the similarities between those movies end in the "rich boy leaves his rich lifestyle to seek out ordinary girl" story, The Fun, The Luck & The Tycoon proves to be a fun movie with a share of romantic and hilarious moments.
The Fun, The Luck & The Tycoon provides the following tropes:
- Accidental Kiss: Chiu and Chan accidentally crash into each other and kiss each other as a result. That must be a long kiss given that they fall into the garbage disposal window as a result...
- Arranged Marriage: Sang and Chan, as well as Chiu and Yuk.
- Blue Blood: Sang and Chan
- Chekhov's Gun: The garbage disposal window.
- Chekhov's Skill: Sang's fencing skills at the beginning. Used to take on thugs threatening the restaurant staff in the middle of their night-out.
- Drives Like Crazy: Stinky the taxi driver.
- Exploding Closet: Ever heard of exploding table full of people?
- Fiction 500: Sang. That guy is rich enough to build a freaking space station!
- Food Fight: Happens in the middle of the charity gala.
- Gold Digger: The reason for Tung to have Yuk to propose to Chiu.
- Jaw Drop: Rocky and the four brothers' reaction when they find out that Sang is THE Lam Bo-Sang during Chan's wedding ceremony.
- The Jeeves: Fatso
- King Incognito: Sang as an employee in Tung's company. He almost blows his cover when he notices his yachts.
- Kissing Cousins: Sang and Chan. But he's not interested in Chan. Probably this trope is another reason why he runs away from his home.
- Nice Guy: Sang. His presence brightens up the mood of the employees in Tung's company. As well as Yuk, which counts as Nice Girl.
- Ojou / Socialite: Good lord, Chan. What with the way she walks!?
- Overly Long Gag: Kisses between Chiu and Chan are... way too passionate.
- Pairing the Spares: Chiu and ChanStinky: You'd be glad your grandnephew did not marry that crazy girl, because look at what's she doing now!(Chiu and Chan still kissing even in the middle of driving a car)Grandaunt: Whaaat?!Chan: Sang chose not to marry me. I don't have much choice.
- The Philosopher: Sang. His realization on that it would take a very long time for a commoner to build enough wealth to afford jewelry is what drives him to seek out the lifestyle of an ordinary man.
- Princely Young Man: Sang
- Privileged Rival: Chiu to Sang. Although Sang doesn't see Chiu as one, while Chiu is unaware of Sang secretly a billionaire.
- Refrigerator Ambush: Rocky and his date hide in the fridge to avoid getting caught dating by Sang and Yuk on his day-off.
- Rich in Dollars, Poor in Sense: Averted for Sang. He adjusts to life as a restaurant and catering service employee very well.
- Rich Suitor, Poor Suitor: Played with, as it's Rich Suitor Chiu vs Poor but Secretly Wealthy Suitor Sang.
- Shipper on Deck: Fatso on the romance between Sang and Yuk.
- Slumming It: Sang's reason for leaving his house.
- The Stateroom Sketch: Happens during the staff's winter solstice day-off when inspectors enter their hostel to seek out illegal immigrants. So the brothers as well as Rocky and his date hide under a table, which was supported by Chan before that, and then Sang and Yuk. Cue the "table" collapsing when a cat enters it.
- Theme Naming: The four brothers that work in Tung's company are named after the four cardinal directions.
- This Is Something He's Got to Do Himself: A non-combat variant at the climax, Stinky tells everyone to stop going after Sang in order to let him reconcile with Yuk by himself.
- Wealthy Yacht Owner: Sang. He almost gave away his billionaire status when he notices his Yachts.Sang: After all, those yachts are mi... my dream.
- "Where Are They Now?" Epilogue: Narrated by Stinky as the movie ends in Sang successfully proposing to Yuk: Chiu and Chan got married instead and gave birth to a lot of kids, Rocky becomes a child actor and enters stardom, the four brothers forming the band Beyond and becoming a smash hit, Tung entering politics, and Sang and Yuk nowhere to be seen after the proposal except for one time during Christmas, while Stinky is adopted as the Lam family's godson.