Crossing The Chasm logo

Crossing The Chasm

Organization
getagentseal
crossing-the-chasm

Applies Geoffrey Moore's chasm-crossing strategy for B2B tech products moving from visionary early adopters to pragmatist mainstream. Use when a product has early traction but stalls before mainstream adoption, when planning a beachhead/niche strategy, when designing whole-product offerings, when positioning against established competitors, or when scaling from innovator usage to industry standard. Triggers include 'stuck between early adopters and mainstream', 'we need a beachhead', 'pragmatist customers won't buy', 'how do we go from 10 to 1000 customers'. NOT for PLG/freemium SaaS (Slack, Notion, Cursor), pure consumer apps, two-sided marketplaces, or AI-native products with bottoms-up viral adoption - their dynamics break the visionary-to-pragmatist sequence.

Overview

Publishergetagentseal
Repositoryfounder-playbook
Skill namecrossing-the-chasm
Stars
739
Forks
147
Bundled files
4
LicenseMIT
Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • 4 bundled files

    Scripts, templates, and references the model can read while it works. Files are read-only and never executed.

  • Open source

    Published by getagentseal on GitHub. Read the source before you install it.

Installation

Install the Crossing The Chasm AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
    https://github.com/getagentseal/founder-playbook/tree/main/skills/crossing-the-chasm
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/getagentseal/founder-playbook.git /tmp/founder-playbook
mkdir -p .claude/skills
cp -r /tmp/founder-playbook/skills/crossing-the-chasm .claude/skills/crossing-the-chasm
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable Crossing The Chasm in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads Crossing The Chasm on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so Crossing The Chasm is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

Note: This skill is independent analysis and commentary, not a reproduction of the original text. It synthesizes the book's core ideas with modern startup practice, surfaces where frameworks are outdated or incomplete, and integrates perspectives from adjacent disciplines. For the full argument and context, read the original book.

Crossing the Chasm

"The point of greatest peril in the development of a high-tech market lies in making the transition from an early market dominated by a few visionary customers to a mainstream market dominated by a large block of customers who are predominantly pragmatists in orientation." - Geoffrey Moore

Should You Use This Skill?

Is your product targeting enterprise buyers (>$10K deals, multi-stakeholder)?
├─ YES → Continue to next question
└─ NO  → Pure consumer / PLG / marketplace?
        ├─ Pure consumer (TikTok, gaming) → SKIP this skill entirely
        ├─ PLG SaaS (Slack, Notion, Figma) → Use positioning + whole product concepts only; for adoption strategy, see **$100M Leads**
        ├─ Marketplace (Airbnb-like) → Two-sided dynamics don't map to TALC; use **Blue Ocean Strategy** for market creation
        └─ AI-native (Cursor, Claude) → Adoption patterns unprecedented; use **Four Steps to Epiphany** for customer discovery, this skill for enterprise positioning only

Do you have at least 10 paying customers or repeatable early-adopter revenue?
├─ YES → Continue
└─ NO  → You're still in Customer Discovery/Validation. Use **four-steps** and **mom-test** first. Come back when you have real traction.

Are you currently in early market (visionaries buying)?
├─ YES → This skill is for you
└─ NO, you're already mainstream → You're past the chasm. Use Inside the Tornado concepts (bowling alley, tornado, main street)

Do you have months/years for strategy execution?
├─ YES → Full framework applies
└─ NO (<6 months runway) → Apply tactical bits (positioning, beachhead) without multi-year choreography

The Core Insight

Most tech adoption models show a smooth bell curve. It's a lie. The reality:

        EARLY                          MAINSTREAM
        MARKET     [ THE CHASM ]        MARKET
   ┌─────────────┐                ┌─────────────────┐
   │ Innovators  │     ░░░░░░     │ Early Majority  │
   │ +           │     ░ THE ░    │ +               │
   │ Early       │     ░ CHASM░   │ Late Majority   │
   │ Adopters    │     ░░░░░░     │                 │
   │ ~16%        │                │ ~68%            │
   └─────────────┘                └─────────────────┘

The chasm exists because:

  • Early adopters (visionaries) buy a CHANGE AGENT - they want revolution
  • Early majority (pragmatists) buy a PRODUCTIVITY IMPROVEMENT - they want evolution
  • These motivations are fundamentally incompatible
  • Visionaries are TERRIBLE references for pragmatists (different psychographic)

The Technology Adoption Life Cycle (TALC)

SegmentApprox %Buying BehaviorReference Source
Innovators (Tech Enthusiasts)"very onset, ~3σ from norm"Pursue tech aggressivelyThemselves
Early Adopters (Visionaries)~13.5%Buy strategic vision, not productsTheir own intuition
Early Majority (Pragmatists)~34%Buy productivity improvements; want referencesOther pragmatists in same industry
Late Majority (Conservatives)~34%Buy established standards; want bundlesEstablished market leaders
Laggards (Skeptics)~16%Don't want tech; only buy when invisibleCannot be sold to

There Are 3 Gaps, Not 1 (Including the Chasm)

GapBetweenCauseSeverity
First crackInnovators ↔ Early AdoptersTech is cool but no compelling applicationMedium
THE CHASMEarly Adopters ↔ Early MajorityVisionaries can't reference for pragmatistsCATASTROPHIC
Late crackEarly Majority ↔ Late MajorityProduct remains too hard for non-competent usersMedium

Detailed segment profiles: see frameworks.md.


Why Visionaries Don't Reference Pragmatists

Four characteristics of visionaries that ALIENATE pragmatists:

Visionary TraitWhy Pragmatists Hate It
Lack of respect for colleagues' experiencePragmatists deeply value peer references
More interest in tech than in their own industryPragmatists want industry-specific expertise
Failing to recognize importance of existing infrastructurePragmatists' careers are based on those connections
Overall disruptivenessVisionaries get out before disasters; pragmatists clean up the mess

The catch-22:

  • The only suitable reference for an early-majority customer is another early-majority member
  • No early-majority member will buy without first consulting several references

The D-Day Strategy

"Cross the chasm by targeting a very specific niche market where you can dominate from the outset, force your competitors out of that market niche, and then use it as a base for broader operations. Concentrate an overwhelmingly superior force on a highly focused target."

The Metaphor

D-DayBusiness
Eisenhower's EuropeLong-term goal: enter mainstream market
The AxisEntrenched competitor
The AlliesOther products and companies needed as invasion force
EnglandEarly market base
Beaches at NormandyStrategic target market segment
The English ChannelThe chasm
D-DayThe crossing itself
Securing the beachheadForcing competitor out of niche
Districts of FranceAdjacent segments to take next
Liberation of EuropeOverall market domination

The 3 Reasons Sales-Driven Strategy Is FATAL

ReasonMechanism
Whole product leverageWhole-product commitments are expensive; only viable if focused on 1-2 niches
Word-of-mouthPragmatists communicate vertically; 4-5 wins in ONE segment > 1-2 wins in 5 segments
Market leadershipPragmatists buy from leaders. Need ≥50% share to be the leader. Pick on somebody your own size.

The Bowling Pin Strategy

Pick a beachhead whose adjacent connections create entry into the next segment.

Documentum: Pharma regulatory affairs (40 depts, ~1000 people)
            ↓
            Researchers
            ↓
            Manufacturing floor
            ↓
            Plant construction & maintenance
            ↓
            Regulated chemicals
            ↓
            Oil refineries → Wall Street swaps

Knock over the head pin first. Size doesn't matter; pain does. Biggest mistake: choosing a beachhead with no follow-on niches.


Targeting the Beachhead - The 9-Factor Checklist

Show-stoppers (low score = eliminate):

FactorQuestion
Target customerSingle identifiable economic buyer, accessible, well-funded?
Compelling reason to buyAre economic consequences sufficient to mandate fixing this NOW?
Whole productCan we field complete solution within 3 months?
CompetitionHas someone else already crossed here? Don't attack a fortified hill.

Nice-to-haves (rank order):

FactorQuestion
Partners and alliesWhole-product partner relationships started?
DistributionSales channel reaches this customer?
PricingWhole-product price within budget? Channel rewarded?
PositioningCredible as a provider to this niche?
Next target customerDoes this niche enable adjacent niches (bowling pin)?

Critical: Pick ONE beachhead. "You cannot cross the chasm in two places."

Size Math (Heuristic, Not Formula)

Dominate a segment ≤ 2× your annual revenue target. Need to win ≥50% of new orders → de facto standard.

Caveat: This is Moore's heuristic, not a measured rule. Compounds two 50% assumptions. Treat as a sanity check, not a precise calculation.


The Whole Product (4 Layers - Theodore Levitt's Model)

LayerWhat It IsPC Example
GenericWhat ships in the boxThe PC itself
ExpectedWhat customer thought they were buyingMonitor included
AugmentedMaximum chance of buying objectiveSoftware, hard drive, printer, training, service
PotentialRoom for growthEmerging ancillary products

The Key Rule

80-90% of a whole product is typical in high tech. Pragmatists demand effectively 100%.

This is rhetorical - Moore's actual claim is a gradient, not a hard threshold. But the principle is real: anything significantly less than 100% means customers either supply the rest themselves (visionaries do this; pragmatists don't) or feel cheated, and the market stalls.

Why Pragmatists Pick "Inferior" Products

In every case, the "winner" had inferior generic product but superior whole product. See frameworks.md for the full Intel/Oracle/Word/HP table.

Full whole-product framework, doughnut diagram, partner management: see frameworks.md.


Define the Battle (Competitive Positioning)

The Counter-Intuitive Truth

Pragmatists need to see strong competition. It validates the market.

If you came from visionary success, that competition doesn't exist in pragmatist-recognizable form. You must create it.

The Two Reference Competitors

You need exactly TWO competitors to triangulate your position:

1. Market Alternative
  • Company customer has bought from FOR YEARS
  • Same problem you address
  • The budget you intend to preempt
  • Helps customer identify: target customer (common) + compelling reason to buy (different)
2. Product Alternative
  • Company that's also harnessed a discontinuous innovation
  • Positions itself like you (technology leader)
  • Helps customer appreciate: technology leverage (common) + niche commitment (different)

The Two-Sentence Positioning Formula

For (target customer)
Who is dissatisfied with (current market alternative)
Our product is a (new product category)
That provides (key problem-solving capability).
Unlike (the product alternative),
We have assembled (key whole product features for your specific application).

6 fill-in-the-blanks producing exactly 2 sentences. That's your positioning statement.

The Elevator Test

"Can you explain your product in the time it takes to ride up in an elevator?"

If you fail: word-of-mouth can't transmit; marketing scatters; R&D drifts; can't recruit partners; can't get experienced financing.

Examples and the 4 stages of positioning through the lifecycle: see frameworks.md.


Launch the Invasion (Distribution & Pricing)

The Prime Directive

"The number-one corporate objective when crossing the chasm is to secure a channel into the mainstream market with which the pragmatist customer will be comfortable. This comes BEFORE revenues, before profits, before press, even before customer satisfaction."

Mantra: Customer-oriented distribution + Distribution-oriented pricing.

The Critical Rule

Direct sales is the best channel for crossing the chasm. You start the fire - no one else has a vested interest in your sales yet. Only channel responsive to your needs is your own.

After dominating the niche, transition to a more efficient fulfillment channel.

Customer Pricing by Segment

SegmentSensitivityPricing Strategy
VisionariesLowValue-based (premium for special service)
Pragmatists (target)MediumCompetition-based (~30% premium tolerance for leader)*
ConservativesHighCost-based (low margin above cost)

*Moore's heuristic from consulting practice, not measured.

Full distribution channel table (8 channels) and pricing detail: see frameworks.md.


Decision Trees

"Is my product in the chasm?"

Have you sold to early adopters / visionaries?
├─ NO  → You're in early market. Focus there first.
└─ YES → Are pragmatist customers buying?
         ├─ YES → You've crossed. Focus on bowling alley expansion.
         └─ NO  → Are you reaching pragmatists at all?
                 ├─ NO  → You're in the chasm. Pick a beachhead.
                 └─ YES, but they reject → Whole product gap. Build it.

"Which beachhead segment?"

For each candidate segment, score 1-5 on showstoppers:
- Target customer: identifiable economic buyer?
- Compelling reason to buy: economic consequences mandate action NOW?
- Whole product: deliverable in 3 months?
- Competition: not already fortified?

Any score ≤2 on a showstopper → eliminate
For survivors, rank on nice-to-haves
Pick the WINNER (singular). Pick hard.

"What channel?"

Is this chasm-crossing or post-chasm?
├─ Chasm-crossing → Direct sales (you start the fire)
└─ Post-chasm → What price point?
                ├─ <$10K consumer → Retail / Internet
                ├─ $10K-$75K → No-Man's Land - need niche VARs or transition
                └─ >$75K → Direct sales remains

Critical Numbers & Rules of Thumb

NumberRule
~16%Combined % of innovators + early adopters (the early market)
~68%Combined % of early + late majority (the mainstream)
≥50%Share of new orders needed in segment to be de facto standard
2xMaximum segment size relative to your revenue target
30%Premium pragmatists will pay for the market leader (Moore's heuristic)
80-90%Typical whole product completeness (inadequate)
100%Required whole product completeness
20-50Number of customer scenarios to develop
8-10Distinct alternatives that emerge from those scenarios
3 monthsTime-to-deliver whole product cutoff for beachhead viability
15-20%Max price ratio of partner product to yours (selling partnerships)

Common Failure Patterns

PatternDescriptionCure
High-tech marketing illusionBelieving TALC is smoothRecognize the gaps, especially the chasm
Sales-driven during chasmSpreading thin across segmentsPick ONE niche. Win it.
Hockey stick forecastMortgaging future on miracle growthUse staircase model
Spreading whole product thinTrying to satisfy multiple segmentsOne segment, complete whole product
Wrong reference basePitching visionaries to pragmatistsPragmatist references only
Pretending market leadershipClaims without evidenceReal partner ecosystem proves it
OEM / Internet for chasmWrong channels for demand creationDirect sales for chasm-crossing
Pricing for visionary echoCharging what visionaries paidMarket leader price + channel premium
Not committing to one beachhead"We're going after multiple segments"One. Beachhead. Period.

Modern Relevance (1991 → 2026)

The framework's core ideas are durable. Specific tactics, channels, and case studies are not.

When Crossing the Chasm STILL Applies

  • Enterprise software with committee buying ($50K+ deals)
  • Infrastructure plays where IT must approve
  • Categories with high switching costs and risk
  • Disruptive innovations requiring behavior change in conservative industries
  • Hardware and physical products

Where the Framework BREAKS in 2026

  • PLG (Slack, Figma, Notion, Cursor, Linear) - cross the chasm WITHOUT visionary executive sponsorship. Bottoms-up adoption. Breaks Moore's visionary→pragmatist sequence entirely.
  • Open Source as a chasm-crossing tactic (MongoDB, HashiCorp, Hugging Face) - Free distribution gets you into Fortune 500s before any sales conversation. Chasm becomes monetization, not adoption.
  • Network effects products (Slack, Zoom, Discord) - leap chasms via virality. Network effects substitute for whole product.
  • Marketplaces (Airbnb, Uber, DoorDash) - two-sided dynamics don't map to TALC.
  • AI / Foundation models (Cursor, Claude, ChatGPT) - mass adoption preceded enterprise sales. Unprecedented.
  • Pure consumer apps (TikTok, Instagram) - no buyer/payer/user separation; no "early adopter to majority" gap.

What Moore Got Wrong (Now Visible)

  • Internet as "not a chasm-crossing channel" - it now IS the channel for many products
  • Software-only deals at <$10K - now standard SaaS pricing, no longer No-Man's Land
  • Sales cycle assumptions don't match modern velocity (PLG can compress months to days)
  • VARs are largely obsolete; replaced by partners, MSPs, integrators, cloud marketplaces
  • Direct sales force always preferred for chasm - now often a worse choice than self-serve PLG
  • TALC bell curve assumes single market - modern products cross multiple sub-chasms simultaneously

Full modern-relevance breakdown: see integration.md.


Quick Reference Checklist

Diagnosing if you're in the chasm:

  • Visionary customers signed up
  • Pragmatists rejecting / not buying
  • Sales cycles dragging
  • Cash flow reversing after early success
  • Competitors started counterattacking

Picking your beachhead:

  • Single identifiable economic buyer
  • Compelling reason to buy NOW (not "someday")
  • Whole product deliverable in 3 months
  • No fortified competitor already there
  • Bowling pin potential to adjacent segments

Building the whole product:

  • Generic product covers core need
  • Expected product matches what customer assumes
  • Augmented product gives maximum success chance
  • Tactical alliances assembled for missing pieces
  • 100% whole product (not 80-90%)

Defining the battle:

  • Market alternative identified (the budget you preempt)
  • Product alternative identified (the tech leader you triangulate against)
  • Two-sentence positioning written
  • Elevator test passed
  • One attribute owned in customer's mind

Launching the invasion:

  • Direct sales force ready (or transitional channel)
  • Pricing at market-leader level + channel premium
  • "Look at this hot new market" message (not "new product")
  • Financial analyst + vertical media in motion
  • Whole product partners visible

The Big Idea

"You start the fire. You spread the fire."

Crossing the chasm is the most dangerous moment in a product's life. Most products die there. The ones that survive don't do it through brilliance - they do it through discipline:

  1. Pick ONE beachhead
  2. Build the COMPLETE whole product for it
  3. Position to triangulate market alternative + product alternative
  4. Sell direct to start the fire
  5. Win with discipline, not speed

"Cross the chasm by targeting a very specific niche market where you can dominate from the outset."

The opposite of crossing the chasm isn't "moving fast." It's focus.


Supporting Files

  • frameworks.md - Detailed segment profiles, application vs platform distinction, target-customer characterization (Day in the Life), sub-segmentation, whole-product layers and management (8 tips), positioning lifecycle (4 stages), distribution channels (8), pricing detail
  • cases.md - Documentum (regulatory affairs beachhead), Lotus Notes (Sheldon Laube/Price Waterhouse 10,000-seat commitment), Microsoft Exception ("Evel Knievel"), Silicon Graphics (Hollywood post-production), Quicken (paper checks/Tobias), Channelpoint (insurance agents), Wang/Lotus/Macintosh/Silicon Graphics death-by-tornado, Steve Jobs/Xerox PARC
  • examples.md - Two-sentence positioning template, 9-factor target selection scoring sheet, doughnut diagram, target-customer characterization (5+3 elements), staircase vs hockey stick model
  • integration.md - Beyond the Chasm (Inside the Tornado: bowling alley, tornado, Main Street), Pioneers vs Settlers org transition, Modern Relevance details, conflicts with Mom Test/Monetizing Innovation/$100M Offers/SPIN Selling

Honest Scope of the Book

  • Published: 1991, revised 1998
  • Examples: Mostly 1990s tech (Lotus 1-2-3, Oracle, AutoCAD, Documentum). Many no longer relevant
  • Empirical base: Anecdotes and case studies. No statistical validation - this is a strategy framework, not a research study
  • Where it shines: B2B enterprise software, infrastructure, complex platforms
  • Where it's weak: Pure consumer apps, low-friction SaaS (PLG works differently), free/freemium products
  • Author's commercial interest: Moore founded The Chasm Group consulting firm

The framework is durable. The specific examples are dated. Adapt accordingly.

Bundled files

The model reads these on demand while the skill is loaded. They are exposed as readable files and are never executed.

Frequently asked questions

What does the Crossing The Chasm AI skill do?

Applies Geoffrey Moore's chasm-crossing strategy for B2B tech products moving from visionary early adopters to pragmatist mainstream. Use when a product has early traction but stalls before mainstream adoption, when planning a beachhead/niche strategy, when designing whole-product offerings, when positioning against established competitors, or when scaling from innovator usage to industry standard. Triggers include 'stuck between early adopters and mainstream', 'we need a beachhead', 'pragmatist customers won't buy', 'how do we go from 10 to 1000 customers'. NOT for PLG/freemium SaaS (Slack...

Why use Crossing The Chasm on TypingMind?

Because you install it once and use it with any model. Crossing The Chasm is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install Crossing The Chasm in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/getagentseal/founder-playbook/tree/main/skills/crossing-the-chasm. TypingMind reads its SKILL.md and bundles its files and installs it as a skill you can enable per chat.

Which AI models can use Crossing The Chasm?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with Crossing The Chasm?

As many as you like. As long as a model supports skills, you can use Crossing The Chasm with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the Crossing The Chasm AI skill free?

Yes. It is published on GitHub by getagentseal under the MIT license. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

View all

Set up your own AI workspace now

Get notified about new features and future giveaways by subscribing to our newsletter 👇