HOW I SIGNED TO CASH MONEY FT JAY SEAN | 90S BABY SHOW
90s Baby Show
90s Baby Show
4.8 • 810 Ratings
🗓️ 29 June 2026
⏱️ 67 minutes
🔗️ Recording | Apple Podcasts | RSS
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Summary
In this episode, we're joined by one of the UK's biggest music exports, Jay Sean. From growing up as a British-Indian kid with dreams of making it in music to becoming a global superstar and signing with Cash Money Records, Jay opens up like never before.
We talk about his journey from his very first pay cheque and the realities of breaking into the music industry, to navigating his identity, the pressures of success, and the moment he nearly lost everything. Jay shares the incredible story of how he signed to Cash Money, reflects on working at the highest level of the industry, and reveals what he's been working on since stepping away from the spotlight.
Along the way, we dive into his upcoming comedy series, his experiences in Bollywood, launching his own podcast, and even the story behind his proposal. Packed with honest insights, career lessons, and plenty of laughs, this is one of Jay Sean's most candid conversations yet.
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Transcript
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| 0:00.0 | Hey, do you know, go. |
| 0:03.0 | You're challenging me. |
| 0:05.0 | You want to go, bro? |
| 0:07.0 | I won't lie, I'll lose. |
| 0:10.0 | It's been a long side. |
| 0:17.0 | Come down, go down. |
| 0:20.0 | Wow. Yeah. And so what happened then |
| 0:24.6 | This is this is the part where I just go man if this is not if this shit is not destined I don't know what is |
| 0:32.6 | I go and I have a show so by off the back of write it, YouTube now is blowing up. |
| 0:40.1 | Yeah. |
| 0:40.2 | Okay. |
| 0:40.7 | I've now realized that I've got a massive American audience that I didn't know I had. |
| 0:44.5 | Yeah. |
| 0:44.7 | So now I'm getting calls from America for a tour. |
| 0:50.6 | So now I do a sold out 20 city tour of America and it's independent. |
| 0:57.1 | It's my first time there and I'm like, what is going on? |
| 1:00.0 | This is madness, right? |
| 1:02.0 | So I'm doing my rounds in America. |
| 1:03.4 | I've got a show in Miami and this is where I meet my now wife, Tara. |
| 1:09.1 | Tara at the time was signed to Desert Storm, |
| 1:12.1 | CJ Clue and having everyone. |
| 1:14.2 | She was an artist at the time doing like really dope pop R&B music. |
... |
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