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Legal Billing Software Demo Checklist

A practical script for evaluating workflows, integrations, controls, security, implementation, and daily user experience during a vendor demonstration.

Billing software demo

Legal billing software

Software evaluation

A billing software demo should prove how the system handles the firm’s real workflow.

A polished dashboard is not enough.

The demonstration should show what happens when:

  • A lawyer records time late

  • A time entry uses the wrong matter

  • A client requires UTBMS codes

  • A rate changes during the year

  • A prebill needs several corrections

  • An invoice is rejected by an eBilling portal

  • A payment is partially applied

  • A user lacks permission

  • An integration fails

  • The firm needs to find the audit history

The best demo is built around realistic matters and exceptions rather than a generic feature tour.

Before the Demo

Prepare a short requirements document containing:

  • Firm size

  • Practice areas

  • Offices and jurisdictions

  • Number of timekeepers

  • Billing arrangements

  • Current systems

  • Required integrations

  • Client eBilling portals

  • Accounting requirements

  • Security requirements

  • Migration scope

  • Reporting needs

  • Main workflow problems

Select two or three representative matters.

Example scenarios:

  1. Hourly litigation matter with UTBMS codes and outside counsel guidelines

  2. Fixed-fee transaction with a budget and milestone invoices

  3. Multi-office matter with currency, taxes, and several approved rates

Ask the vendor to use these scenarios during the demo.

Define the Product Category

Before scoring the product, confirm what it actually is:

  • Timekeeping software

  • Time and billing software

  • Practice-management software

  • Accounting software

  • eBilling administration software

  • Client eBilling platform

  • Payment software

  • Reporting and analytics software

A product may cover several categories, but the depth varies.

Ask:

  • Which system is the source of truth for clients and matters?

  • Which system owns time entries?

  • Which system owns rates?

  • Which system creates invoices?

  • Which system records payments?

  • Which system maintains the ledger?

Demo Scenario

Ask the vendor to demonstrate this end-to-end sequence:

  1. Create or select a client and matter.

  2. Add approved timekeepers and rates.

  3. Configure a billing arrangement.

  4. Record time and expenses.

  5. Apply task and activity codes.

  6. Review and correct entries.

  7. Generate a prebill.

  8. Apply a write-down and preserve the reason.

  9. Approve the invoice.

  10. Generate a LEDES file.

  11. Handle a validation rejection.

  12. Resubmit the invoice.

  13. Record a partial payment.

  14. Show WIP, receivable, realization, and audit reports.

A vendor that cannot demonstrate the workflow should explain which external systems are required.

Legal billing software demo workflow connecting matters time capture prebill invoicing and reporting

Timekeeping Demo Checklist

Ask the vendor to show:

  • Manual time entry

  • Start-and-stop timer

  • Multiple draft timers

  • Mobile entry

  • Calendar-based entry

  • Passive activity capture

  • AI-assisted time entry

  • Billable and non-billable time

  • Fixed-fee time tracking

  • Entry templates

  • Matter suggestions

  • Billing-code suggestions

  • Narrative drafting

  • Daily review

  • Split, merge, edit, and exclude

  • Approval before release

  • Late-time reminders

  • Missing-time reports

  • Duplicate and overlap detection

Key questions:

  • Can lawyers review time where they already work?

  • Can the system show source activity?

  • Can personal activity be excluded?

  • Is captured activity automatically billable?

  • Can the firm require same-day submission?

  • Can different clients use different code sets?

Client and Matter Setup

Test:

  • New client creation

  • Matter intake

  • Matter numbering

  • Multiple billing contacts

  • Multiple entities

  • Matter status

  • Matter phases

  • Responsible and billing lawyer

  • Team permissions

  • Matter budgets

  • Purchase orders

  • Client-specific guidelines

  • Alternative fee arrangements

  • Closed-matter controls

  • Conflict with duplicate names

Ask how changes synchronize across integrated systems.

Timekeeper and Rate Management

Ask the vendor to demonstrate:

  • Timekeeper setup

  • Role and classification

  • Standard rate

  • Client rate

  • Matter rate

  • Effective-dated rate change

  • Discount

  • Alternative fee

  • Rate approval

  • Rate history

  • Rate exception

  • Multi-currency rate

  • Timekeeper deactivation

Test what happens when:

  • A timekeeper is not approved

  • The invoice uses an old rate

  • A rate changes mid-period

  • The client rejects a rate

  • A timekeeper changes role

Prebill Review

Ask to see:

  • Prebill generation

  • Billing-attorney assignment

  • Batch review

  • Narrative editing

  • Matter transfer

  • Time splitting

  • Write-down

  • No-charge treatment

  • Expense removal

  • Rate correction

  • Budget warning

  • Approval routing

  • Locked periods

  • Version history

  • Commenting

  • Reversal and reissue

Ask whether changes update the source entry and whether the original value is preserved.

Invoice Generation

Test:

  • Hourly invoice

  • Fixed-fee invoice

  • Blended rate

  • Retainer application

  • Discount

  • Credit

  • Tax

  • Multiple currencies

  • Expense documentation

  • Detailed and summary formats

  • Multiple billing contacts

  • Consolidated invoice

  • Split billing

  • Invoice numbering

  • PDF generation

  • Email delivery

  • Client portal delivery

Ask to see the exact invoice templates and editing controls.

eBilling and LEDES

Ask the vendor to demonstrate:

  • Supported LEDES formats

  • UTBMS task and activity codes

  • Timekeeper classification

  • Matter identifier mapping

  • Rate validation

  • File validation

  • Error message

  • Correction workflow

  • Resubmission

  • Portal status

  • Accrual submission

  • Timekeeper and rate updates

  • Invoice attachment

  • Rejection report

Key questions:

  • Does the product generate, validate, submit, or only export?

  • Which portals have direct integrations?

  • Can the system use standardized LEDES error codes?

  • Can corrections be returned to the source system?

  • Can the firm see all pending invoices across portals?

Accounting and Payments

Confirm whether the software provides or integrates with:

  • General ledger

  • Accounts receivable

  • Accounts payable

  • Bank reconciliation

  • Cash receipts

  • Client or trust accounting

  • Tax records

  • Financial statements

  • Expense reimbursement

  • Credit card

  • ACH

  • Payment plans

  • Payment allocation

  • Refunds

  • Write-offs

  • Multi-entity accounting

Do not assume that invoice generation equals full accounting.

Ask the vendor to explain which accounting controls are native and which require another product.

Reporting and Analytics

Request reports for:

  • Billable hours

  • Non-billable hours

  • Utilization

  • Missing time

  • Submission lag

  • WIP

  • WIP aging

  • Prebill status

  • Billing realization

  • Collection realization

  • Accounts receivable aging

  • Write-downs

  • Write-offs

  • Invoice rejections

  • Matter profitability

  • Timekeeper performance

  • Budget variance

  • Client concentration

  • Billing-code analysis

Ask:

  • Can users drill into the source entries?

  • Are formulas documented?

  • Can reports be scheduled?

  • Can data be exported?

  • Can role-based dashboards be created?

  • Can the firm connect a separate BI platform?

Legal billing software demo scorecard for workflow security integrations adoption and reporting

Authoritative References

Frequently Asked Questions

What should I ask during a legal billing software demo?

Ask the vendor to demonstrate a complete matter from time capture through prebill, invoice, eBilling, payment, and reporting, including realistic errors.

Sample data is useful, but the firm should provide representative scenarios and requirements.

There is no required number. Compare enough qualified products to understand the available approaches without creating an unmanageable process.

Yes, but the firm should also request written security, privacy, architecture, and contractual documentation.

MIRA is an AI timekeeping and time-entry solution that can integrate approved time with supported finance systems. It is not a full billing or accounting replacement.


Wavy Surface

Evaluate Time Capture as a Separate Workflow

MIRA can be assessed alongside your billing system for automated activity capture, draft time entries, Microsoft Teams review, billing-code suggestions, and finance-system integration.
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