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Jonathan Jackson
Jonathan Jackson

The $100B PDF: How Paramount Is Fighting Netflix

The story of Hollywood isn’t art. That existed long before (and will long after) this current iteration is transformed. The story of the Hollywood we know, is about studios being bought and sold, and in between, producing things we watched. A lot of those buyers, we would be shocked at. For instance:

In the 1950s, a music label called Decca, purchased Universal Studios.

NBC later merged with Universal, and then Comcast took it—all to say: institutions trade studios like assets, because they are.

The battle for Warner Brothers is about much more than movies, but we don’t have to act like it the first time something like this has happened.

This analysis focuses on Paramount’s case to the Warner Bros. shareholders—and how a presentation, positioned well—while Netflix plays the parallel public game.

But to do that, you need a deck that tells people why

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰- Jamaica is the Financial Innovator of the Decade

It is not every day that one of the most sophisticated financial innovations in the world comes out of a Caribbean island rather than a Manhattan skyscraper, but that is exactly what happened when Jamaica, through Dr. Nigel Clarke, built a catastrophe bond to insure itself against hurricanes. Instead of waiting for international relief, hoping for grants, or borrowing money when the roof is already blown off the economy, Jamaica pre funded its own disaster recovery. In simple terms, the country convinced global investors to take the financial hit if a major storm hits Jamaica, not Jamaican taxpayers. If the hurricane qualifies, Jamaica collects the cash immediately. If it does not, investors get their money back with interest. That is not charity, that is contract law and capital markets working as climate defense. It is finance as survival strategy. This week I get to tell you all about it. Here's this week's edition of The Dime💰.

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 - The Unicorn Algorithm

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 - Fawn Weaver, Uncle Nearest, and the Hidden Powers of Lenders

If you’ve been following headlines, you’ve probably heard about the court filings involving Uncle Nearest, the whiskey company celebrated for honoring the legacy of Nathan “Nearest” Green, the formerly enslaved distiller who taught Jack Daniel. But beneath the headlines about culture, brand equity, and leadership, there is a much more technical and sobering lesson for founders: how the very credit agreements that fuel growth can also put your company’s fate in the hands of lenders. Here's this week's edition of The Dime💰.

This case is a real-world example of what happens when debt meets default, and why every founder should think twice before signing a loan agreement they do not fully understand. The past few days I've been reading both the complaint by the lender (Farm Credit Mid-America, PCA) and the response by Fawn Weaver. I have attached them below for download so please feel free to

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Carl Joseph-Black
Carl Joseph-Black

The Dime 💰 - How Artists Are Using Holding Companies to Launch Empires

I’ve been thinking a lot lately about how artists are structuring their empires. Not just deals, not just IP rights, but actual legal entities. As more creatives start looking at themselves like founders, the question isn’t just how to get paid, it’s how to build something that scales, protects, and compounds. One way we’re seeing this play out? Holding companies.

Artists are increasingly launching clothing lines, alcohol brands, production studios, and tech ventures under a central legal entity they control. Think of it as an ArtistCo. One LLC or corporation at the top, with subsidiary businesses beneath it. This isn’t just savvy, it’s strategic, and there are serious legal implications worth understanding.

The Jay-Z Playbook: Roc Nation as ParentCo

Although Jay-Z’s Roc Nation is a subsidiary of Live Nation, it isn’t just a record label, it too is a holding company. Under

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Jonathan Jackson
Jonathan Jackson

Free Agency 📈- $20M, Joe Budden, and becoming dangerously independent

🔖
Hi! Was traveling last week, but we back! . Joe Budden telling the New York Times how he is making $20M in top line revenue in 2025 is something worth writing about, but not for the reasons you might think.

Transparency in media is rare, but an individual explaining what they make and where it is coming from is unprecedented. I hope we stop talking about things like this like they're "regular" and give them the analysis they deserve. This is my humble attempt.

This is a deep dive, so TL;DR:

• Know what you’re paying for—Budden trades platform fees for ownership, control, and community tools. Price your independence consciously.

• Independence is still interdependence—Joe owns the IP, and is in a healthy relationship with Patreon. Map your dependencies and build exit ramps.

• Don’t confuse luck with leverage—Budden’s fifteen-year runway made scale possible. Start where you
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Jonathan Jackson
Jonathan Jackson

Ryan’s World: Obsession, Deep Collaboration, and Deal Terms

No film director in the history of modern film, has grossed more money at the box than Ryan Coogler on fewer than 4 movies ($2.4 billion to be precise). I start here, because what I am going to say next, is something I've been thinking about since Sinners came out.*

The deal he has is not new structure or idea. It is just being presented that way. And it irks me, because instead of actually saying what's possible, people would rather pontificate.

First though, let's hear from Mr. Coogler himself.

0:00
/3:03

Democracy Now, 2025

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Jonathan Jackson
Jonathan Jackson

Free Agency Vol. 28 - On artists, corporate structure, and compounding your agency

Recently, a friend asked for some insight on the business of their art, as they are in the process of working on some new projects. I went back and forth on sharing this, but I think it might help artists and creatives understand why it feels like the ground is shifting beneath them, and how to be more resilient through that. I thought there would be no better example than Universal Music Group: one of the best examples of a business operating at scale around the world, focused on monetizing creativity via artists. Like it or not, they continue to grow, and it's because of the processes they have, and how they utilize them.

I've seen artists get exploited for three reasons: fear, mindset, and predatory frameworks. This piece addresses all three. When I talk to friends about business, I skip the pleasantries - our relationship means I owe them direct honesty. Some details have been obscured to protect privacy.


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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 - So You Want to Do International Business?

Greetings from Brazil! I’ve been here a few weeks and have been learning how things get done from an international trade standpoint. Whether you're looking to conduct international trade, acquire property overseas, or are an overseas person looking to finance significant events in the U.S., mastering the complexities of these activities is essential. This guide should operate as a starter pack for figuring out how to set up some overseas operations.

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 Notes on Venture Capital - Part III: What metrics matter and why

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This is part three of a four part series called "Notes on Venture Capital." In this note, you will learn the value of metrics in the startup world and why they matter. If you haven't read part one, you should read it to get the context behind what you are reading right now.

Part 1 - Who the players are.

Part 2 - The process of fundraising.

Part 3 - What metrics matter, and why.

Part 4 - Additional thoughts.

One of the greatest lessons I've ever learned was from Jonathan Jackson who simply said "Everything is a story, and the best story wins." It's easy to read that quote and say "Facts!" but it goes even deeper than that. When lawyers are in court arguing in front of a jury, the story that is told the best using the evidence, is at times the story that the jury decides to make its verdict on. When there's a public relations issue that hits the web, it is typically the best story that wins. Even in extremely important elections, the candidate that tells the best story about themselves and the vision for the role they're campaigning for, is the candidate that wins. Your business is no different. Here's this week's edition of The Dime💰.

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 Notes on Venture Capital - Part II: How to raise the money

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This is part two of a four part series called "Notes on Venture Capital." In these notes, I will tell you my understanding of what venture capital is, who the players are, what the environment is like, the process of fundraising, what metrics matter, and some additional thoughts on my end. If you haven't read part one, you should read it to get the context behind what you are reading right now.

Part 1 - Who the players are.

Part 2 - The process of fundraising.

Part 3 - What metrics matter, and why.

Part 4 - Additional thoughts.

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Carl Joseph-Black
Carl Joseph-Black

The Dime💰 Notes on Venture Capital - Part I: Who The Players Are

📝
This is part one of a four part series called "Notes on Venture Capital." In these notes, I will tell you my understanding of what venture capital is, who the players are, what the environment is like, the process of fundraising, what metrics matter, and some additional thoughts on my end.

Part 1 - Who the players are.

Part 2 - The process of fundraising.

Part 3 - What metrics matter, and why.

Part 4 - Additional thoughts.

We're all just trying our best to make it out of the struggle.

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