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Timekeeping Renewal Checklist for Law Firms

A checklist for an AI timekeeping renewal: the licensing questions to ask, the export terms to confirm, and the alternatives to price against.

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Julia Bodet

Growth

In this article

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4 minutes read

AI Summary

  • The licensing structure determines whether reducing iTimekeep seats will lower costs. Confirm whether the product is licensed by active timekeeper or across the firm’s full attorney population.

  • Review usage by entry method. Many Aderant firms use Expert Time and iTimekeep in parallel, which can make iTimekeep adoption appear lower than overall time-entry activity.

  • Define the firm’s rights to a complete, migration-ready export in the agreement, including the format, timing, and available support.

  • Review the complete contract history to identify the applicable notice period, including any changes made through amendments or side letters.

  • Assign a backup approver who can send notice if the primary owner is unavailable.

Before the Notice Window

Review every amendment alongside the master agreement. A later amendment, order form, or side letter may change the original notice period, pricing structure, or renewal terms. Reconcile the full contract history before confirming the deadline.

Confirm who owns the contract today. The original signatory may have changed roles or left the firm. Check the agreement against the current organizational structure and assign a backup approver with authority to send notice.

Work backward from the notice deadline and assign an owner to each stage:

Lead time

Who acts

120 days

IT and legal operations begin the review and collect usage data

90 days

Finance conducts competitive cost analysis

60 days

The contract owner begins renewal discussions with the vendor

30 days

Escalate to the management committee if no decision has been reached

14 days

The backup approver sends notice if material issues remain unresolved

Adjust this timeline to the notice period in the firm’s agreement. Firms considering a replacement should begin early enough to complete security review, integration testing, data migration, and a representative pilot before the renewal decision is due.

Licensing Checklist

The vendor’s licensing structure determines whether reducing seats will produce meaningful savings.

  • Is the firm billed by active timekeeper, licensed user, practice group, or its full attorney population?

  • Which product tier does the firm have?

  • Which features, integrations, and support services are included in that tier?

  • Can unused seats be removed, reassigned, or credited during the term?

  • Does the agreement set minimum seat commitments?

  • Does the agreement limit annual fee increases?

  • Did the most recent increase include a corresponding change in functionality or service?

Usage Checklist

  • Active users compared with licensed users

  • Entries submitted per timekeeper each week

  • The percentage of generated entries that timekeepers approve and release

  • The number of entries requiring matter, narrative, duration, or billing-code corrections

  • Usage by entry method, including automated capture, timers, manual entry, mobile, and voice

  • Seats assigned to former or inactive employees

  • Adoption by office, practice group, and role

Usage by entry method provides important context. Low adoption of the AI timekeeping platform alongside strong use of the billing system’s native timers or manual-entry tools may indicate that the product’s capture method does not fit the firm’s workflow. Low activity across every available method points to a broader adoption, training, or accountability issue.

Measure how generated entries move through the full billing workflow. A high volume of captured activity creates limited value if entries require substantial correction, remain unreleased, or are later reduced during pre-bill review.

Data Checklist

The agreement should define the firm’s right to export its time-entry data, including the available format, fields, delivery timeline, and migration support.

Confirm:

  • Which export formats are available

  • Whether historical entries, activity records, matter codes, and billing codes are included

  • Whether user corrections and matter-assignment history can be exported

  • Whether firm, client, and matter billing rules can be exported

  • Whether the exported data can be imported directly into a replacement system

  • How long export rights continue after termination

  • Whether the vendor will provide documentation describing the exported fields

  • Whether migration support is included or billed separately

  • When the vendor will delete the firm’s data after termination

Include any required data cleaning, mapping, or manual reconstruction in the projected cost of switching. The firm should also determine whether historical data is necessary for the replacement platform to assign matters accurately, apply billing requirements, or preserve reporting continuity.

The Alternatives to Price Against

AI timekeeping options for law firms include PointOne, Intapp Time, Aderant iTimekeep, Laurel, Billables.ai, Ajax, and BigHand SmartTime.

These platforms vary in how they capture work, assign clients and matters, generate narratives, enforce billing requirements, and connect with practice management and billing systems. Firms should confirm compatibility with their specific technology stack rather than assuming that every platform supports the same integrations or workflows.

PointOne works with billing and practice management systems including Aderant Expert, Elite 3E, SurePoint, Clio, and QuickBooks, allowing firms to retain their existing financial infrastructure. It captures activity across email, documents, calls, calendars, and web applications, then drafts entries using the firm’s billing requirements. PointOne Rules applies firm, client, and matter guidelines as entries are written and again during pre-bill review, providing a benchmark for the time and corrections required between capture and billing.

The evaluation should focus on:

  • How does the product integrate and exchange data with the firm’s billing or practice management system?

  • Does it capture work across the applications, devices, and environments attorneys use?

  • How much of each timekeeper’s work can it capture?

  • How accurately does it assign clients and matters?

  • How much review and correction does each entry require before billing?

  • How will the firm’s existing billing guidelines transfer into the platform?

  • What security, data-retention, and administrative controls are available?

  • What implementation, training, and ongoing support does the vendor provide?

Your AI-powered
firm starts here

Your AI-powered
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Your AI-powered
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What documentation should a firm request at renewal beyond the contract?

Current security attestations, and separately, AI governance documentation. MADDI processes the content of time entries, so a firm should ask what is retained, for how long, whether entry content is used to train models, and whether the vendor holds any recognised AI management certification. Public documentation on data residency and AI governance is thin for this product, so these answers have to come from the vendor directly and belong in the renewal file rather than in an email thread.

How should law firms compare AI timekeeping vendors?

Law firms should compare vendors using the same timekeepers, matters, applications, and billing requirements. A representative pilot can measure capture completeness, matter-assignment accuracy, correction rates, attorney review time, approved entries, and integration with the firm’s existing billing system.

What data should a law firm export before switching timekeeping software?

The firm should obtain historical time entries, activity records, client and matter data, billing and task codes, user information, and any configurable firm or client billing rules. The export should use a documented, migration-ready format and remain available long enough to validate the transition.

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