Session 1 / Foundation

Niche, Audience & Editorial Position

Topic research, audience persona, competitive positioning, content pillars, format, and AI disclosure. All locked.

01

Niche & Editorial Position

Niche: Entrepreneurship and business-building in the AI era. AI is the enabler, not the subject.

The human element matters more now, not less, because everything else is being commoditised.

This is an identity story, not a productivity story. The newsletter is about who you want to be, and the fact that AI now makes it possible to become that person. Passion is the variable AI cannot supply.

The newsletter provides strategic context around tools, not user guides. "If you want to know how to install an MCP, ask Claude." The value is the strategic frame.

Competitive Positioning

PublicationAngle
Packy McCormick (Not Boring)VC angle: analysing companies as investment bets
Ethan Mollick (One Useful Thing)Academic angle: AI implications for work and education
Off ScriptBuilder angle: what makes businesses work, how to replicate the thinking

The strategic layer in the AI-for-business space is nearly empty. Tactical content is massively oversaturated.

International lens: 33/67 split (1 US, 2 non-US examples).

02

Audience

Core (Sub-profile B): Senior professionals with entrepreneurial ambitions (30-50, international, 8-20+ years experience). Two itches: side project/business idea AND internal company opportunities.

Secondary (Sub-profile A): Serial entrepreneurs between ventures.

Not the audience: First-time founders, students, anyone looking for basic entrepreneurship education.

Key pain point: "Shiny object trap" (trying tools without strategy, never shipping).

03

Content Pillars

Four editorial lenses. Not sections. They guide topic selection and framing.

1. The Human Edge (foundational)

What AI can't supply: passion, taste, consumer insight, strategic vision.

2. The Reframe (primary)

Taking a trend, tool, or conventional wisdom and showing why most people look at it wrong.

3. The Build

Real examples of businesses being built in the AI era. International lens.

4. Behind the Scenes

Dispatches from Stephane's actual experiments: Off Script automation, Barely Legal (when live), new ideas.

Issue type mix: roughly 3/4 "Reframes." 1/4 "Blueprints" or "Dispatches."

04

Operations & Input Model

Input model: Claude researches topics and prepares prompts to extract Stephane's most opinionated takes. Stephane provides 15-20 minutes of verbal input. Claude synthesises the final issue. Progressive automation toward full autopilot.

Monetization: Entirely free. No paid tier, no paywall. Sponsorships when audience is large enough, plus indirect promotion of Stephane's ventures. Reference: Not Boring ($3M+/yr at ~183K subs).

Frequency: Weekly target. May start biweekly.

AI disclosure: Full transparency. First issue explains the experiment. About page links to it. Not repeated every issue.

05

Spin-offs

Off Script origin story: First 2-3 issues tell the experiment story. After that, a running thread woven through Behind the Scenes.

Barely Legal: Potential monthly feature when the brand launches. 70-80% Stephane, 20-30% Claude. Deferred until brand is closer to market.

06

Competitive Intelligence

PublicationSubscribersAngle
Ethan Mollick420K+Academic. AI + work/education.
Packy McCormick~183KVC/strategy. $3M+/yr. All organic.
Shaan Puri109KEntrepreneur. Sold Milk Road for 8 figures.
AI Entrepreneurs70K+Tactical AI tutorials.
AI Maker (Wyndo)15K+AI workflows. System reference.
Session 2 / Foundation

Naming, Tone of Voice, Art Direction

Brand architecture, writing rules, section-by-section construction patterns, visual identity, and master image prompt. All locked.

01

Name & Brand Architecture

Name: Off Script. AI runs on scripts. The production pipeline is scripted. But the most valuable part goes off script. Everything is scripted except the part that matters.

Subtitle: Not a playbook. Not a tutorial. Just a weekly take on AI and why the human side matters more than ever.

Three Layers

LayerFunctionWhere It Shows Up
Spark (brand)What the reader feels. Superpower, possibility, mischief.Name, visual identity
Contrarian (voice)How the content operates. Every issue is a reframe.Editorial angle
Signal (benefit)Why they subscribe rationally. Clarity, strategic lens.Subtitle, about page

Subscribes because of Signal. Opens because of Spark. Stays because of Contrarian.

02

Tone of Voice

One voice across the entire newsletter. Stephane's voice. Even The Research sounds like Stephane presenting facts through his lens.

Rhythm & Structure

  • Thinks in contrasts. Before/after. Old world/new world.
  • Short declarative punches followed by longer explanations.
  • Arguments built by stacking short concrete images, not abstract concepts.

Energy Patterns

  • Accelerates when excited. Sentences get shorter.
  • Rhetorical questions set up reframes. Then answers them.
  • Closes with punchy, cinematic one-liners. No questions at the end.

Never Does

  • Lectures or explains from above.
  • Hedges: "it could be argued" or "one might consider."
  • Corporate language or passive constructions.
  • Em dashes or double dashes.
  • Uses: "innovative," "great," "driven."

Always Does

  • Leads with opinion, supports with evidence.
  • Makes the reader feel like a conversation, not a classroom.
  • Treats the reader as an equal who just hasn't seen this angle yet.
  • Respects what came before. Shows why it changed.
03

Issue Structure

Single idea per issue. 700-950 words. 5-7 minute read.

SectionNameFunctionLength
1My TakeStrategic reframe. Personal, opinionated.200-250
2The ResearchClaude-researched. Tools in strategic context.400-500
3One Last ThingOne action for the week. Invitation, not homework.50-100
4Behind the ScenesDispatches from ventures. Not every issue.50-100

My Take: Construction

Open with the trend as fact. Second paragraph: the pivot, a question that reframes (bold). Third: "here's what actually happened." Close: cinematic statement (bold). No questions. No CTAs.

The Research: Construction

Open with numbers/data. Introduce tension. Case studies (2 of 3 non-US). Each tool: name, link, difficulty, strategic superpower. Closer: pattern summary, not punchline.

04

Art Direction

Visual thesis: A black and white world where the only colour is the human side, marked by hand.

Style Rules

  • Photography: Black and white, high contrast monochrome. Mario Testino editorial portrait style.
  • Composition: Tight, portrait-oriented. Person fills most of the frame.
  • Marker overlay: Thick hand-drawn electric yellow (#FFF000) lines trace ONLY human elements. Imperfect: uneven, gaps, blobs.
  • Colour: Electric yellow is the ONLY colour.
  • Locations: International, aspirational, change each issue.
  • People: Diverse. Never posed, never corporate, never smiling. Focused, contemplative.

Hard Rules

  • Laptop ALWAYS visible, ALWAYS closed, NEVER marked.
  • Tech objects NEVER marked. Background NEVER marked.
  • Marker lines must look imperfect and hand-made.
05

Master Image Prompt

Parts in [BRACKETS] change per issue.

CRITICAL: The laptop on the table must be CLOSED. Not open. Not partially open. Fully closed, lid down, flat on the table. CRITICAL: The person must NOT be smiling. Expression is focused, absorbed, deep in thought. Black and white cinematic portrait photograph, tight composition. [PERSON DESCRIPTION] is the centre of the frame, filling most of the image. [ACTION/POSE]. A coffee cup is visible on the table beside her. A closed laptop sits further back, slightly out of focus. The background is soft bokeh suggesting [LOCATION], blurred and secondary to the person. Photography style: Mario Testino editorial portrait. High contrast monochrome. Dramatic side lighting from natural light source. Rich deep blacks and bright highlights. Shallow depth of field. On top of the monochrome photograph, hand-drawn electric yellow marker lines trace around ONLY [HIGHLIGHTED ELEMENTS]. The marker lines are thick and uneven, like a real person drew them with a fat electric yellow paint marker on a printed photograph. The yellow is bright, electric, vivid (#FFF000), not muted or amber. The laptop is visible, closed, and has NO yellow marks on it. The background has NO yellow marks. The electric yellow marker is the ONLY colour in the entire image. Widescreen 16:9 aspect ratio.
Session 3 / Content Strategy

Content Formats, Calendar & Discoverability

Social content matrix, publishing schedule, Substack optimization, SEO, subject lines, and email CTAs. All locked.

01

Weekly Content Matrix

One newsletter issue generates 8 content pieces across 3 platforms. Total weekly time: ~30 minutes.

PlatformFormatRoleSource
SubstackNewsletter emailCore contentClaude + Stephane
LinkedInCarousel (5 slides)Primary subscription driverDerived
LinkedInText postAuthority builderDerived
LinkedInImage postVisual presenceDerived
X/TwitterSingle tweetHook. No link. Bio converts.Derived
Substack NotesReframe teaserDiscovery feedDerived
Substack NotesStandalone takeDiscovery feedOriginal
Substack NotesRestack + commentCross-pollinationEngagement

LinkedIn Carousel (5 slides)

1
Hook headline
2
"Everyone thinks X"
3
"Actually Y" + data
4
What this means for you
5
CTA + Off Script link

Link placement: LinkedIn penalises external links (~60% reach cut). Link goes in the first comment, never the post body.

02

Weekly Publishing Calendar

DayContentTime (HKT)Tool
MondayReview + batch-schedule7:00 AMBuffer + Substack
TuesdayNewsletter email1:00 PMSubstack
Substack Note 12:00 PMSubstack
LinkedIn carousel9:00 PMBuffer
X tweet10:00 PMBuffer
WednesdayLinkedIn text post4:00 PMBuffer
Substack Note 26:00 PMSubstack
ThursdayLinkedIn image post9:00 PMBuffer
Substack Note 3 (restack)FlexibleManual
FridaySubstack Note 4FlexibleSubstack
Sat/SunNothing

Newsletter: Tuesday 1:00 PM HKT (7:00 AM CET). Strongest open-rate day.

LinkedIn: 9 PM HKT Tue/Thu = 3 PM CET = 9 AM EST. Three formats across three days triggers LinkedIn's format rotation reward.

03

Tools & Weekly Workflow

PlatformToolCost
LinkedIn + XBuffer (free: 3 channels, 10 posts/channel)$0
Substack NotesSubstack native scheduling$0
NewsletterSubstack auto-send$0

Daily Email from Claude

Example (Wednesday):
Your LinkedIn text post went live at 4pm HKT. Check for comments worth replying to.
2 suggested Substack Notes to engage with: [links + draft replies]
Restack suggestion for Thursday: [link + draft comment]
04

Substack Internal Discovery

Category: Primary: Business. Secondary: Technology.

Recommendation Network

Biggest growth lever inside Substack. Recommendations drive 50% of new subscriptions. After 5-10 published issues, reach out for mutual recommendations.

Notes as Discovery Engine

Notes feed surfaces content from unfollowed creators. The 4 weekly Notes trigger this algorithm. Thursday restack signals overlapping audiences.

05

SEO & Search Discoverability

Dual-Headline Strategy

ElementReader-facingSEO-optimised
Title"Everyone is learning to code. That's the wrong skill.""Why strategic thinking matters more than coding in the AI era"
DescriptionN/A160 chars, plain language with keywords
URL slugN/A/strategic-thinking-beats-coding-ai-era

Keyword Territories

  • "AI strategy for entrepreneurs"
  • "how to use AI to build a business"
  • "entrepreneurship in the AI era"
  • "AI tools for founders"
  • "human skills AI age"

Claude researches long-tail keywords per issue and sets SEO fields automatically.

06

Cross-Platform Discoverability

LinkedIn: Carousel is the workhorse. Link in first comment. Text and image posts carry no links.

X/Twitter: Pin a tweet linking to Off Script. Weekly tweet has no link. Bio converts.

Aggregators: The Sample, Letterhead, InboxReads, Newsletter Stack. Free, one-time setup.

Podcasts: After 10-15 issues, pitch as a guest. The thesis is a compelling segment. Highest-ROI channel.

07

Subject Line Strategy

Under 50 characters. No clickbait. The subject line is My Take compressed to one sentence.

PatternExample
Reframe as question"What if the best AI strategy is to use less AI?"
Consensus, then break"Everyone's automating. The winners aren't."
Unexpected pairing"Pasta recipes and product strategy"
Declaration"Your taste just became your moat."

Preview text: First sentence of My Take (factual setup). Subject provokes, preview grounds.

08

Email CTAs

Two CTAs, both light. Invitation, not toll booth.

PlacementCopyFormat
Mid-issue"Know someone who'd get this? Forward it."One line, inline
End"If this landed, subscribe here."Button / share

No pop-ups. No gates. No "share to unlock."

Session 4 / System Design

Tool Stack, Pipeline, CLAUDE.md

Architecture decisions, content pipeline workflow, human-in-the-loop design, CLAUDE.md setup. Not started.

Tasks 7, 8, 10, 11. Scheduled for Session 4.

Session 5 / System Design

Substack Account Setup & Publishing

Account creation, branding, publishing mechanism, cadence. Not started.

Task 9. Scheduled for Session 5.

Session 6 / Growth

Launch, Growth & Monetization

LinkedIn launch, Twitter/X, organic channels, paid acquisition, monetization. Not started.

Tasks 12-16. Scheduled for Session 6.

Session 7 / Operations

Metrics, Review & Safeguards

Automated analysis, continuous improvement, redundancy. Not started.

Tasks 17-18. Scheduled for Session 7.