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The trial that went quiet on day four.

Software businesses have the best signals in any industry — usage, support history, payment status — and rarely act on them, because each lives in a different system. Agents read all three and follow up consistently, which is what trials and renewals actually require.

“We know which accounts are in trouble. We find out when they tell us.”
The version of this we hear most often

Trials followed up the same way every time

A trial that goes quiet on day four gets the same attention as one that goes quiet on day eleven. That is not what happens when a person is doing it around other work.

Expansion from usage, not from a quota

An account hitting the limits of its plan is making the argument itself. Approaching one that is not is how you lose the renewal.

Support history gates the outreach

An account with an unresolved critical case does not receive an upgrade email. That connection is the single most valuable one to make here.

Renewals at ninety days, not thirty

Early renewal conversations are about scope. Late ones are about discount, and the customer knows it.

Where to start

The motions this trade runs.

Four that almost every company in this line of work does by hand, inconsistently. Each has a clear threshold and stops somewhere a person should still decide.

  • “Follow up every trial that goes quiet, consistently”
  • “Raise expansion where usage evidences it and support history permits”
  • “Open renewals ninety days out with the service record attached”
  • “Reactivate trials that expired without a conversation”
Demo data

Opportunities

12 open · €184,000 · 5 need a person

Costa Brava SuitesTake the contractual terms conversation€22,400Needs you
Sunset HotelsHold the renewal review, and raise emergency cover€18,000Needs you
Hotel MiramarDecide on the 8% discount Maria asked for€14,200Needs you
Marisol GroupSend the proposal Jordi asked for five days ago€11,300Needs you
ACME HospitalityDo not contact about expansion yet€9,800On hold

Also relevant

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Account management

Make sure every opportunity gets a next action.

Let AI handle the repetitive engagement, keep follow-up moving, and bring your team in when a customer needs a real conversation.

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