How It Works

Business decisions compound — most information doesn't

Most tools answer one question at a time.

You run a report. You read an article. You ask an AI something generic.

Each answer exists in isolation.

But real business decisions compound — each one builds on what came before.

Should-I is designed as a decision-intelligence system, not a collection of disconnected reports.

Step 1

Establish a shared intelligence baseline

Everything starts by building a structured understanding of the business or idea.

This baseline combines:

  • Industry-specific data
  • Local market conditions
  • Competitive dynamics
  • Economic and operational constraints

It becomes the reference point for every decision that follows.

Without this baseline, advice is generic. With it, decisions become grounded.

Step 2

Five reports that cover the full decision surface

Should-I's intelligence suite is made up of five focused reports.

Each addresses a different source of uncertainty:

Together, they map the full decision surface of a business — from demand and competition through to execution and risk.

  1. Market & Viability
    Is there real demand, under realistic conditions, for this business or idea?
  2. Competitive Intelligence
    Who you're actually competing against — and where growth is structurally limited.
  3. Digital Presence
    How discoverable and defensible the business is online, relative to competitors.
  4. Operational Effectiveness
    Whether the business model and execution can support sustainable outcomes.
  5. Business Viability & Risk
    How sensitive the decision is to cost, pricing, utilisation, and external pressure.

Individually, each report answers a specific question. Together, they form a coherent intelligence model of the business.

Step 3

From reports to compounding intelligence

Once the reports are complete, Should-I doesn't stop.

All findings, assumptions, and constraints are consolidated into a single intelligence layer.

This allows future questions to be answered in context, not in isolation.

Instead of re-explaining the business each time, you're building on an established understanding.

Step 4

24/7 AI decision support, grounded in your data

With the intelligence baseline in place, you can access an AI decision layer for up to 12 months.

This only works because the reports establish shared assumptions, constraints, and context.

This AI:

  • Knows your business, market, and constraints
  • References your reports and underlying data
  • Can be used to test ideas, scenarios, and trade-offs
  • Helps you think through decisions as they arise

It's not a generic chatbot. It's an analyst-style thinking partner grounded in your actual situation.

Example: "Should I raise prices by 15%?" becomes answerable because the AI already knows your customer base, competitive positioning, and margin constraints.

This is where the value compounds.

How most customers use Should-I

Most customers begin with Market & Viability.

From there, the question is rarely "what else can I buy?" — it's "where does uncertainty still exist?"

  • Many choose the full report suite to eliminate blind spots
  • Ongoing AI support becomes valuable as new decisions arise
  • Intelligence accumulates rather than resetting each time

This approach avoids one-off analysis and creates continuity across decisions.

What this is not

Should-I is not:

  • A dashboard that requires constant monitoring
  • A SaaS tool full of features you don't need
  • An agency selling opinions or templates
  • A generic AI giving advice without context

It exists to support judgement, not replace it.

Who this is designed for

This works best for:

  • Owners and founders making high-stakes decisions
  • People who want clarity, not motivation
  • Businesses that understand decisions compound over time

The difference in practice

Without Should-I With Should-I
Question → isolated answer Question → context-aware answer
Start from scratch each time Build on existing intelligence
Generic AI advice Industry + location-specific insight

Next step

If you're considering a decision — now or in the next 12 months — the starting point is the same:

Start where you are — the process is the same.

For business ideas and existing businesses.