You don’t need more content marketing; you need a communications strategy

What most brands get wrong about their content strategy

F1 on IMAX, Polymarket x Substack, and the end of white-collar work

5x5: February 20, 2026

3 Types of Brand Stories Your Founder-led Startup Needs

Build a powerful brand narrative across your product, founder, and vision stories.

DoorDash's social-native Super Bowl campaign, "narrative engineers," and the AI content economy

5x5: February 13, 2026

The End of Excess

From indulgence and spectacle to optimization and ideology, this year’s Super Bowl ads revealed a culture trading excess for control and asking brands to legitimize identity rather than invent it.

Story as a system

How to balance commercial and editorial content

State of Markets, Reset to Real, and Let Them Eat Lore

5x5: February 5, 2026

The Super Bowl Shuffle

An ad for the Big Game costs $8-10 million for a 30-second slot this year, but is it still worth it for brands to create one?

It’s no longer B2B or B2C; it’s B2H

The job of modern content is to drive trust and relationships at scale

The New Content Measurement Playbook

How to measure content in 2026

Salesforce x MrBeast, Substack TV, and OpenAI ads

5x5: January 23, 2026

The professionalization of the creator economy is here

The creator economy is growing up

How to be a content marketer in 2026

Spoiler alert: It's not creating more SEO content

The return of Gourmet Magazine, new media figures, and Apple’s new creator studio

5x5: January 16, 2026

This is the only content metric you need in 2026

Is your content starting conversations or just participating in them?

Boston's startup scene, Pinterest's acquisition, and expired marketing playbooks

5x5: December 17, 2025

2026 is the year we develop editorial intelligence

Judgment will be the most sought-after content skill in 2026

Think like a publisher, not a creator

How to avoid content burnout this year

7 content & media predictions for 2026

My slightly unhinged thoughts about what's to come next year

Slop, storytelling, and the architects of AI

5x5: December 17, 2025

Millennials have entered the chat

The generation shaped by early internet culture is now designing the media landscape

5 characteristics of new media

How this era of media is different from the "blogger era"

OpenAI x Disney, World Cup stadium "de-branding" and the return to physical media

5x5: December 12, 2025

We’re in late-stage media hell

From the enshittification of media platforms to media consolidations, how do we navigate the current media landscape?

Cloud Dancer, slow media, and the Millennial comeback

5x5: December 5, 2025