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The AI content machine that turns ideas into posts that don't sound like slop | Alex Lieberman

Alex Lieberman co-founded Morning Brew in college and grew it into one of the most-read business newsletters in the world before selling it to Business Insider. Now he’s the founder and CEO of the company Tenex. In this episode, Alex explains why distribution is becoming a durable moat, why founders and teams need to “climb Cringe Mountain,” and how he rebuilt his content process around AI without letting it produce generic slop. He walks us through every step of his Content Machine live: an Oracle that scans internal systems and the internet for content spikes, an interview panel that pulls out his real ideas, voice and style files that keep drafts sounding like him, an editorial council that scores and revises posts, and a lessons loop that learns from his feedback. *What you’ll learn:* 1. Why the blank page is the biggest friction point in content creation, and how an AI Oracle eliminates it 2. How to map your current workflow before you add any AI 3. How Alex built a six-step Content Machine in Claude that goes from idea spike to publishable post 4. Why the interview step (not the drafting step) is where AI slop actually comes from 5. How to codify your voice in a Markdown file so an AI drafts in your register, not the internet’s average 6. Why your employees are your most underleveraged marketing channel right now 7. How the Tenex Creator Cup turned content creation into a team sport with a $5,000 prize pool *Brought to you by:* Firecrawl—Power AI agents with clean web data: https://firecrawl.dev/?utm_source=newsletter&utm_medium=partner&utm_campaign=how_i_ai Customer.io—Build customer engagement campaigns from a single prompt: https://www.customer.io/howiai *In this episode, we cover:* (00:00) Introduction to Alex Lieberman (02:35) Why Alex built a content machine (06:56) Alex’s thoughts on AI slop (09:00) Mapping the workflow from scratch (13:24) The six-step Content Machine setup (23:11) Live demo: Oracle, Interview Panel, and Writer’s Council in action (30:38) Employee advocacy: the Tenex Creator Cup and $5K prize pool (36:45) Lightning round: great engineers, AI use cases, slop fixes *Tools referenced:* • Claude / Claude Code (Anthropic): https://claude.ai • Wispr Flow (voice-to-text transcription): https://wisprflow.ai • Notion: https://notion.so • Linear: https://linear.app • Slack: https://slack.com *Other references:* • Morgan Housel: https://www.morganhousel.com • David Perell: https://perell.com • Shaan Puri / My First Million podcast: https://www.mfmpod.com • Gary Vaynerchuk: https://garyvaynerchuk.com *Where to find Alex Lieberman:* X: https://x.com/businessbarista LinkedIn: https://www.linkedin.com/in/alex-lieberman/ Tenex: https://www.tenex.co/ *Where to find Claire Vo:* ChatPRD: https://www.chatprd.ai/ Website: https://clairevo.com/ LinkedIn: https://www.linkedin.com/in/clairevo/ X: https://x.com/clairevo _Production and marketing by https://penname.co/._ _For inquiries about sponsoring the podcast, email jordan@penname.co._

Alex LiebermanguestClaire Vohost
Jul 20, 202642mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

Alex Lieberman’s AI content machine turns work signals into posts

  1. Lieberman built the “Content Machine” to scale high-quality content despite limited personal time and to make employee advocacy easy for busy full-time operators.
  2. The workflow starts with an “Oracle” that scans internal systems (Slack/Notion/meetings/Git/email, etc.) plus curated internet sources to propose and score daily “content spikes.”
  3. Instead of letting AI invent copy, the system uses an AI “Interview Panel” to interrogate the human for concrete stories, examples, and opinions, then drafts primarily from the user’s own transcript.
  4. A personal voice/style guide and a continuously updated “content lessons” file create a reinforcement loop so the system increasingly matches the creator’s tone and avoids repeated mistakes.
  5. Tenex complements the tooling with behavioral incentives via the “Tenex Creator Cup,” a points-and-prizes challenge designed to normalize employee posting and amplify recruiting and distribution.

IDEAS WORTH REMEMBERING

5 ideas

“AI slop” is usually an input problem, not a model problem.

Lieberman argues the system outputs slop mainly when the human doesn’t provide strong ideas, real anecdotes, or specific context during the interview; the AI should shape good raw material, not fabricate it.

Use AI to kill blank-page friction before using it to draft.

The Oracle’s biggest win is ranking actionable ideas from your actual week (plus your reading list), which helps creators build a consistent habit even if they never let AI write the final copy.

Interviewing beats prompting for authentic voice and specificity.

The Interview Panel (Ferriss/Rogan/Barbara Walters, etc.) is designed to force examples, edge cases, and concrete “what happened” details—then the draft is assembled largely from the transcript.

Codify voice like a product spec, not a vibe.

Tenex builds per-person folders with role/context, target assets, preferred formats, exemplar posts, hook formulas, and “latent patterns,” so the model has stable constraints for how to sound.

Quality control can be automated with multi-critic scoring loops.

A Writer’s Council of writer personas scores drafts; if the aggregate is below a threshold (e.g., 9/10), the system runs revision loops until it meets the bar, creating consistent editorial standards.

WORDS WORTH SAVING

5 quotes

Creating content has afforded me so many opportunities, but I am capped on the amount of time that I can spend creating content every day. And so I've been basically thinking about how can I re-engineer my content process to be AI native or AI assisted?

Alex Lieberman

My take is that AI slop is hilariously people just pointing the finger at themselves and saying, "I'm not intelligent enough."

Alex Lieberman

And so the only time, in my view, that the content machine actually produces slop is more of an indictment of the person not sharing good enough ideas during the interview step than the AI writing bad stuff.

Alex Lieberman

The alternative before this content machine was people just not creating content.

Alex Lieberman

Someone who has, like, the ability to understand systems at a really deep level... but who have the malleability to fully lean into making their workflows agentic.

Alex Lieberman

AI-native workflow mapping for contentOracle: internal + internet idea mining and scoringInterview Panel personas to extract specificityVoice/style guides and codifying personal toneContent lessons feedback loop (diff → abstract lessons)Writer’s Council scoring and revision loopsEmployee advocacy gamification (Creator Cup)

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