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Double Confirm it is the OG Singapore Boy; with Hossan Leong | The Rishi Report

3.5K views· 59 likes· 63:25· Sep 26, 2025

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One of the most multi-talented performers Singapore has produced, with business acumen and a heart of gold to match, Hossan Leong speaks to Rishi about fame, show-business, and how he initiated a controversial but important cross-border-related discussion with the Transport Minister. Host: Rishi Budhrani ⁠⁠⁠https://www.instagram.com/therishireport Guest: ⁠⁠⁠Hossan Leong https://www.instagram.com/hossanleong, https://open.spotify.com/show/1csQUovZ3gJwsVGxkUA9zy Chapters: (00:00) On this episode (00:49) Introduction (02:14) The OG's beginnings (05:50) Hossan doing standup for the first time (06:49) Hossan the natural performer (07:49) Theatre will always be Hossan's first love (08:35) Will AI take over your role as an artiste? (10:30) How do you stay relevant? (11:54) Rishi's random thought about finance (13:40) Hossan scored an electronic diploma in a French school (14:56) Learning everything from scratch (15:45) Double Confirm Productions! (18:00) The game show that got canned (19:22) Let's talk about showbiz (20:01) The SGAG video (22:37) Viral video aftermath (24:00) Singaporeans in Hollywood (25:43) Double Productions' Malaysia presence (27:10) JB's strategic location (28:19) Singaporean artistes are multifaceted (30:15) Using AI for purposeful work (32:20) Storytelling (43:00) What does fame do to someone? (46:02) Doing corporate gigs (48:32) Rishi's nightmare gig (49:29) Hossan's worst gig (52:25) What do you fear the most, career wise? (56:57) Knowing your worth (01:00:44) The Leong-form Produced by Dora Edited by Luqman Recorded and Mixed at ⁠⁠⁠LFG Content Co.⁠⁠ https://www.instagram.com/lfgcontentco Follow Rishi Budhrani online for more stand-up comedy content! - Instagram: https://www.instagram.com/rishibudhrani - TikTok: https://www.tiktok.com/@rishibudhrani - FaceBook: https://www.facebook.com/TheRealRishiBudhrani/ - Telegram: https://t.me/ComedyWithRishi - Website: https://www.rishibudhrani.com

About This Video

In this episode of The Rishi Report, I sit down with the OG Singapore boy himself—Hossan Leong. We go right back to his beginnings, the first time he ever did stand-up, and why theatre will always be his first love even after everything else he’s done. And yes, we talk about the big, slightly terrifying question every performer is thinking about: will AI take over our jobs, or can we actually use it for purposeful work without losing the human magic? From there, we get into the real showbiz stuff—staying relevant, learning everything from scratch, and the business side of being an artiste (including Double Confirm Productions and how Singapore talents are basically forced to be multifaceted). We also unpack viral moments, the aftermath of being in the spotlight, and what fame actually does to a person when the camera turns off. And because it’s me, we swap corporate gig horror stories, talk about knowing your worth, and end on what Hossan fears most career-wise—because behind the jokes, that’s where the real conversation always is.

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