How to Invoice From Project Milestones Automatically

By the Crittiks team3 min read
On this pageQuick answerHow it works in practiceWhat changesBefore and afterGetting startedWhere it stopsWhy Milestone Invoicing HelpsSetting It UpWhere Judgement Still AppliesWhere Crittiks Fits, and Where It Doesn’tTest It Against Your Own WorkRelated ReadingFrequently Asked Questions

The milestone is done. The invoice is ready.

Explore the plans: see Crittiks pricing or try the savings calculator on the pricing page.

How it works in practice

  1. Set milestone amounts at the quote.
  2. Complete the milestone.
  3. Review the invoice.
  4. Send.
  5. Let Finance follow up.

What changes

Cash arrives earlier.

Before and after

BeforeAfter
TriggerCalendarMilestone
DetailsRecollectedAlready on the record
ErrorsCommonFewer
ChasingManualAutomatic

Getting started

  • Define billable milestones.
  • Set amounts at quote.
  • Run one cycle.
  • Check cash timing.

Where it stops

You still review invoices. Crittiks doesn’t replace your judgment.

Why Milestone Invoicing Helps

A calendar-based invoice run separates billing from the work. Milestone invoicing ties them together: when the work is done, the invoice is due. Because the amount and description were agreed at the quote, there’s less to reconstruct and less to dispute.

Setting It Up

  1. Break the job into billable milestones when you quote.
  2. Record the amount for each.
  3. Mark milestones complete as you finish them.
  4. Review and send the resulting invoice.
  5. Let overdue invoices be followed up on a schedule.

Where Judgement Still Applies

You still review every invoice. Edge cases such as partial completion, disputed work and credits need a person. The aim is to remove the clerical rebuilding, not the thinking.

Where Crittiks Fits, and Where It Doesn’t

Crittiks is an operating system for small service businesses: Sales, Projects, Communications, Finance, Admin and AI on one client record, with a client portal and two-way Xero and QuickBooks sync. Pro is $99.95 a month for up to 8 seats; Platinum is $139.95 for up to 15, and annual billing saves 20%. It does not provide dispatch, inventory, payroll or a general ledger, and Crittiks Marketing has not launched. If invoice from project milestones is mainly about one of those, a specialist tool may serve you better.

Test It Against Your Own Work

Reading about invoice from project milestones only goes so far. The Crittiks 14-day trial needs a card to start but charges nothing during the trial. Use it on one live client: create the record, send a quote, attach the contract, set up the project and raise an invoice. Note every moment you reach for another tool. Those moments tell you whether a single workspace fits how you work, and what you would still keep outside it.

Frequently Asked Questions

Are invoices automatic?

They’re generated from the record; you review and send.

Can it chase?

Yes.

Does it sync to Xero?

Yes.

Can clients pay by card?

Via your Stripe.

What if a milestone is only partly complete?

Decide in advance how you handle partial completion, for example by splitting the milestone, and record that in the quote.

Is there a free trial of Crittiks?

Yes. New workspaces get a 14-day trial. A card is required to start, but nothing is charged during the 14 days, and you see the exact plan and first charge date before your card is used.

Pricing note: Crittiks Pro is $99.95/month (8 seats included), Platinum is $139.95/month (15 seats included) and Diamond is $179.95/month (30 seats included); annual billing saves 20%. Enterprise is custom. Every tier includes all six suites; tiers differ by capacity (seats, mailboxes, AI credits), not features. New workspaces start with a 14-day trial (card required, nothing charged during the trial). Confirm current pricing at crittiks.com/pricing.

Crittiks pricing: Pro $99.95/mo (8 seats included), Platinum $139.95/mo (15 seats included), Diamond $179.95/mo (30 seats included), Enterprise custom; annual billing saves 20%. All six suites are included in every tier; tiers differ by capacity (seats, mailboxes, AI credits), not features. New workspaces start with a 14-day trial (card required, nothing charged during the trial). Confirm current pricing at crittiks.com/pricing.

Try Crittiks free for 14 days

Run one real client through sales, projects, signing and invoicing before you decide.

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