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Law firms · Invoicing and collections follow-up

Shorten the time between work done and cash in the operating account

Most firms do not have a collections problem so much as a billing cycle problem. Time gets entered late, prebills sit on a partner's desk for a week, invoices go out on the 20th, and the first follow-up on an overdue balance happens when someone remembers. Every delay widens the gap between hours worked and money collected.

How it often works today
  • Timekeepers enter time at the end of the week or month from memory, and the billing coordinator chases missing entries before prebills can run.
  • Prebills wait days for partner review, so the firm bills late in the month and cash flow swings with partners' trial schedules.
  • Follow-up on overdue invoices is ad hoc, with no standard sequence and no clear owner, so 90-day balances quietly become write-offs.
  • Trust replenishment requests for evergreen retainers are sent manually and often late, leaving the firm working unsecured.

A tighter process sets a fixed billing calendar, reminds timekeepers before the cutoff, routes prebills to each billing attorney with a deadline, and sends consistent, polite reminders as invoices age. Clio, MyCase and LawPay can handle much of this already. The partner still decides on write-downs, payment plans and when a client conversation is better than another email.

The improved workflow

Set a billing calendar and timekeeper nudges

Automated reminders go to attorneys with missing or light time entries before the monthly cutoff, with a daily-entry nudge for anyone consistently late.

Route prebills with a deadline

Each billing attorney receives prebills with a review-by date. The billing coordinator sees who is outstanding and escalates to the managing partner if needed.

Send invoices with an easy way to pay

Approved invoices go out through the practice management system with a LawPay or Clio Payments link, card and ACH options, and a clear due date.

Follow up on a fixed schedule

Polite reminders go out at set intervals after the due date. At 45 or 60 days, a task goes to the responsible attorney to decide the next step personally.

Monitor trust balances

When an evergreen retainer drops below its minimum, a replenishment request is drafted for staff to review and send, rather than discovered at month end.

How we deliver this: AI automation for small business or fractional CTO leadership, scoped in writing and run over 90 days. See pricing or the sample scope.

What we would measure

Days from period end to invoices sent

Measures the billing cycle itself, which is often the biggest delay.

Days sales outstanding

The overall speed of turning invoices into cash.

Collection realization rate

What percentage of billed fees is actually collected, before and after.

Receivables over 90 days

The balance most likely to become a write-off.

Where people stay in control

  • Billing attorneys approve every invoice before it is sent, and only partners can authorize write-downs, discounts or payment plans.
  • Reminder wording is approved by the firm and avoids anything that could be read as a threat, with sensitive clients flagged for personal contact only.
  • Trust and operating funds stay separate, and trust transfers are made only by authorized staff under the firm's trust accounting procedures.
Example

Illustrative: a 12-attorney general practice firm

For example, a 12-attorney firm sends invoices around the 18th of each month because three partners review prebills late. With timekeeper nudges, a prebill deadline of the 5th and automatic payment links, invoices go out by the 8th. Overdue reminders go at 7, 21 and 35 days, then the attorney calls. The firm tracks DSO monthly to see whether the change holds. These figures are illustrative, not a result.

Tools typically involved

What the first 30 days look like

The first 30 days would pull 12 months of billing and collections data, measure the current billing cycle and DSO, and interview the billing coordinator about where delays occur. We would agree a billing calendar with the partners and pick the first automations to configure.

Common questions

Will automated reminders upset clients?

Clients generally respond better to consistent, courteous reminders than to a sudden call after months of silence. We would write the messages with you, keep the tone professional, and let attorneys exclude specific clients from automated reminders entirely.

Can AI help with time entry itself?

There are tools that suggest time entries from email, calendar and document activity. They can reduce lost time, but each entry still needs the timekeeper's review for accuracy and ethical billing. We would evaluate whether one fits your practice after the billing cycle itself is fixed.

Do we need to change practice management systems?

Rarely. Clio, MyCase and PracticePanther all support payment links and some form of automated reminders. The first improvement is usually configuring those features properly and setting a monthly billing calendar that the partners agree to follow.

The business case

Does it pay for itself?

Illustrative defaults for a law firm. Replace them with your numbers.

What this workflow costs today

a month in staff time, before any lost sales

Monthly fee + assumed tools +
Break-even: new clients a month (at first-year value)
Or: staff hours recovered and redeployed
Break-even additional revenue
Value of +1 point of win rate
First 90 days, service fee

Illustration only, not a forecast or guarantee. Recovered staff time becomes a cash saving only if spending actually declines or the time goes into paid work. Tool costs are an assumption; we replace every number here with yours before recommending a scope.

Next step

Bring one expensive workflow. Leave with a clear next step.

In 30 minutes we look at one recurring workflow, what it costs you today and whether there is a credible case to improve it. If there is not, we will say so.

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