
Jonathan Jackson's Latest Work
Pricing is a game. It should be treated that way.
Jun 02, 2025

Some thoughts on writing, thinking, and building.
May 20, 2025
Jonathan Jackson's Work
39 Articles
Free Agency
-
Mar 25, 2025
Free Agency π Vol. 29 - Convening is the most important aspect of a modern media company. It's also one of the hardest to execute.
You don't build a world through one-offs.
by Jonathan Jackson
Free Agency
-
Mar 17, 2025
Free Agency Vol. 28 - On artists, corporate structure, and compounding your agency

It's not a boogeyman. It's a system.
by Jonathan Jackson
Free Agency
-
Mar 10, 2025
Free Agency Vol. 27 π - Very expansive, very profitable: How intellectual property turned Mattel into a silent giant
It's deeper than Barbie, I promise.
by Jonathan Jackson
Free Agency
-
Mar 04, 2025
Free Agency Vol. 26 : Uncle Nearest, Vertical Integration, and the conundrum of total ownership

You can have everything, it's just going to cost you.
by Jonathan Jackson
Free Agency
-
Feb 17, 2025
Free Agency Vol. 25 π How to Invest actual money in Your creative friends ( and how to not fumble it, as a creator)

You're gonna need a lawyer.
by Jonathan Jackson
Free Agency
-
Feb 11, 2025
Free Agency π Vol. 24 - A few models that people are using to make money in media, in 2025.
Their margins are your opportunity.
by Jonathan Jackson
Due Dilly
-
Feb 09, 2025
Dilly Digest 004
$7 Billion Dollar Shadow industry, 321 Use Cases for AI, and $60M payout
by Jonathan Jackson & Carl Joseph-Black