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Operating knowledge

Retention

Growing existing customers

New business is expensive and existing customers pay the same as on day one.

Signals to look for

  • expansion
  • upsell
  • cross-sell
  • grow accounts
  • same price
  • more seats

Questions to answer

  • Which {unit}s use the most and pay the least?
  • What do the heaviest users do repeatedly?
  • What would a customer pay more for without being asked to change behaviour?
  • Is there anything to expand into?

Evidence required before committing

  • usage or volume per {unit}
  • value per {unit} against usage
  • requests logged from existing customers

Likely constraint

  • Price does not scale with value delivered
  • Nothing built worth expanding into

How the decision branches

  • If
    Heavy users pay the same as light users
    Then
    The pricing model, not the sales effort, is the constraint.
  • If
    Customers repeatedly do something manual around the product
    Then
    That is the expansion, and it is already validated by behaviour.
  • If
    There is no adjacent value
    Then
    Do not manufacture an upsell. Return to acquisition.

What to test

Offer one adjacent, already-requested capability to the five heaviest users at a stated price.

Read after 30 days.

What success looks like

  • At least two of five accept
  • No cancellation triggered by the conversation

What means stop

  • Nobody accepts
  • The conversation damages the relationship

Typical next move

  • Uptake is realBuild it into the pricing model rather than selling it case by case.
  • It is notRecord the finding and stop; expansion is not this company's lever yet.

Who does the work

Aury can carry out: read company, prepare document, prepare outreach, file memory. Specialists involved: growth, product, sales.

Your approval: The founder approves any price change to an existing customer before it is raised.

Where this stops being true

Requires enough existing customers to have observable usage differences.

Raising price on existing customers carries contractual and relationship risk; terms and notice periods must be honoured.

Provenance

  • Sourced operator experience: Founder/operator case study analysed inside Aurygine — bootstrapped B2B software company, 2026
  • Aurygine synthesis: Aurygine synthesis across founder journeys

Confidence: medium. Last reviewed 2026-08-25. Your company's own recorded results override this playbook whenever the two disagree.