Street Smart Business

Learn the game before it costs you

I am Roget Romain. Twenty years in the music business, gold and platinum plaques on the wall, and one mission, never let you be the person who signed and found out later.

Free, no signup Six things they say right before you're screwed The sentences that move something from your side of the table to theirs, and what to say back. The show Watch Paid or Played One famous name, one real number, and the paperwork nobody reads. $3.99 a month Join Street Smart Insiders Bring me the thing you are about to sign.

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Everybody watches. Insiders talk. Join Insiders, $3.99 a month

The richest people in music never got rich from music

This channel breaks down how the biggest names made their fortunes, lost them, and what the paperwork really said, so you learn the game before the mistakes cost you.

You do not need a record deal to get played. The lease, the contract, the partner, the fine print takes from everybody. Street Smart Business teaches you to read the exit before you sign.

Watch these first

T.I. episode thumbnail15:28
T.I. Did Everything Right and Still Lost $52 Million
Nas episode thumbnail18:29
Nas Quietly Built $200 Million. He Never Showed You a Dollar
Michael Jackson episode thumbnail15:06
Michael Jackson Was a Billion Dollar Landlord
Kanye episode thumbnail13:21
Kanye Made Adidas $2 Billion. He Owned None of It.
Biggie episode thumbnail21:05
Biggie's Family Is at War Over $100 Million He Never Saw

New here? Try the Start Here playlist

Street Smart Insiders

Bring me the thing you are about to sign

$3.99 a month

  • Bring me your deal before you sign
  • Your comments answered first
  • Direct chats with me
  • Early access to every episode
  • You are in there with people building to own, not to get famous
Join Insiders

One on one

One hour. Your deal. Me across the table.

$350 60 minutes, private, on video

Bring the contract, the offer, or the situation. I tell you what I see after twenty years of being in the room.

  • Sixty minutes, just you and me
  • You tell me the topic first, so the hour goes to your deal and not to catching me up
  • Insiders get my replies and chats. This is the full hour on your paperwork

"Roget researched my State and found out that I did not have to use an attorney for a particular step in my business plan... Roget told me how to complete the step myself and save $275 of additional attorney's fees."

"He is a truth speaker, so do not expect for him to tell you what you want to hear; instead, he is going to tell you what you need to know."

"I honestly believe I got much more than what I paid for."

@missypete310, one on one client, October 2026. Her words, unedited, shared with permission.

Start here

Tell me what we are talking about. I read it before anything gets booked. If I can help, I reply with the time and how to pay.

Read this first

  1. I am not an attorney and I do not act as one. Nothing I say is legal, financial, or tax advice, and no attorney-client relationship is created.
  2. Everything I tell you is my personal opinion, based on my own experience. I do not promise any result.
  3. You make your own decisions and you carry the risk of them. To the fullest extent the law allows, I am not liable for any loss or outcome that comes from a decision you make, and my total liability is limited to the fee you paid for the consultation.
  4. Before you sign or finalize any deal, have a licensed attorney review it.
  5. These terms are governed by New York law, and any dispute will be brought in the state or federal courts located in New York.

In these terms, "I" means Roget Romain and Street Smart Business.

Nothing is charged when you send this.

What they do after you sign

The payment that arrives short with an explanation. The calls that slow down. The person who made the deal with you leaving the company. The amendment that shows up as a formality. It is not going on YouTube.

No spam. Leave whenever you want.