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VSaaS Principles

What truths guide vertical software success?


The Core Truth

You CAN monopolize your vertical. Most founders aim for 30% market share. The winners aim for 100%.

The trade-off: Smaller TAM, but you OWN it. A $100M market you dominate beats a $10B market where you're noise.


9 Keys to Monopolizing Your Industry

From Luke Sophinos's research on what every scaled VSaaS follows:

Foundation Keys (1-5)

#KeyPrinciple
1You CAN MonopolizeTarget 100% market share, not 30%. Trade TAM for market dominance.
2Platform LawBecome your industry's ERP or get displaced by whoever does.
3Beyond SoftwareSoftware alone isn't a moat (AI commoditized it). Own the app store, community, switching costs.
4Shrink Your ICPDominate a VERY SMALL segment. Monopolize it. Then expand sequentially.
5Hire From IndustryCustomer-facing roles need domain scars. Pair SaaS sellers with "Industry Engineers."

Scale Keys (6-9)

#KeyPrinciple
6Payments Is Holy GrailCapture % of industry spend. Toast gets 83% of revenue from payments, not software.
7Embed Beyond PaymentsLMS, payroll, lending, ads, compliance—multiple revenue layers in one platform.
8Vertical AI Is THE OpportunityIndustry data behind login screens is an oil field. Public AI can't access it.
9Retention Is LifebloodSwitching costs and sticky features determine everything.

The ICP Monopoly Sequence

1. Define VERY SMALL ICP

2. Make them the happiest customers possible

3. Monopolize that segment (aim for 80%+)

4. Expand to adjacent segment

5. Repeat until you own the vertical

Example progression: Trade schools → Beauty schools → All vocational → Professional education


Strategic Alignment Matrix

Before building, score your opportunity:

DimensionQuestionScore 1-5
Product FitDoes this solve a hair-on-fire problem?
TAM OwnershipCan you realistically get to 50%+ share?
CAC PaybackCan you recover acquisition cost in under 12 months?
Win RateAre you winning 30%+ of competitive deals?

Threshold: If any dimension scores below 3, fix it before scaling.


The Pattern

Every scaled VSaaS player—Toast, ServiceTitan, Vacasa, Duck Creek—follows the same sequence:

Start with workflow

Own payments

Embed everything

Compound with AI

Context