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Smokeball Billing: Time Capture, Invoicing, and Trust Accounting

Last updated: March 21, 2026

TLDR

Smokeball's billing system is built around automatic time capture from Microsoft Word and Outlook — it logs time spent drafting documents and writing emails without the attorney starting a timer. This is its biggest differentiator. The limitation: automatic capture only works within those two applications. Court time, phone calls, and tasks outside Word or Outlook require manual entry.

Billing Feature Comparison
SoftwarePriceAuto Time CaptureTrust AccountingFlat Fee BillingInvoice Customization
Smokeball Boost$89/user/moYes (Word + Outlook only)YesYesYes
Clio Essentials$79/user/moNo (manual/timer)YesYesYes
CaelusLaw Essentials$20/user/moNo (manual/timer)YesYesYes

PROS & CONS

Smokeball Billing

Pros

  • Automatic time capture from Microsoft Word and Outlook eliminates manual entry for drafting and email time
  • Strong IOLTA trust accounting with three-way reconciliation support
  • Flat-fee billing handles both flat and hourly matters in the same system
  • Detailed billing reports with matter-level profitability breakdowns

Cons

  • Automatic time capture works only in Word and Outlook — court appearances, phone calls, and research time require manual entry
  • Windows-centric architecture; Mac support has historically been limited
  • Higher price point relative to competitors — annual contract required to access best pricing
  • Annual contract required; month-to-month pricing is not prominently offered

How Smokeball billing differs from other practice management tools

Smokeball monitors time spent working in Microsoft Word documents and Outlook emails that are linked to a matter, and automatically records that time without any manual action from the attorney. Other billing tools require a running timer or after-the-fact entry.

For a litigation firm where attorneys spend several hours each day drafting in Word and corresponding via Outlook, automatic capture recovers billable time that would otherwise go unrecorded. Attorneys who rely on manual timers report forgetting to start or stop them. For the tasks Smokeball captures, that problem goes away.

Automatic capture only works in Word and Outlook. Time on the phone, in court, in client meetings, researching in a browser, or working in any other application does not get captured. Attorneys still enter that time manually.

What Smokeball’s billing system covers

Time entry. Smokeball records automatic time for Word and Outlook activity linked to matters. Manual time entry is available via a timer in the Smokeball interface, a mobile app, or after-the-fact entry. All time entries are associated with a specific matter.

Invoicing. Smokeball generates invoices from time entries and expenses. Invoice templates are customizable. Invoices can be sent to clients via email directly from Smokeball.

Flat-fee billing. Smokeball handles flat-fee matters alongside hourly ones. A firm can have some matters billed hourly and others on flat fees in the same system.

IOLTA trust accounting. Smokeball Boost includes trust account management with per-client ledgers, trust transaction recording, and three-way reconciliation support. The implementation covers what state bar rules require: per-client ledgers, documented transactions, and a reconcilable audit trail.

Billing reports. Smokeball provides matter-level billing reports including time by attorney, billable versus non-billable hour breakdowns, and matter profitability.

Limitations worth knowing before you buy

The Windows problem. Smokeball’s automatic time capture is built on Microsoft Office integration and is primarily a Windows product. Mac support has been a consistent complaint in user reviews. If your firm runs on Mac, verify current compatibility before committing to an annual contract.

Annual contract requirement. Smokeball’s pricing model pushes toward annual contracts, and month-to-month pricing is not prominently advertised. A year-long commitment before you have tested the software against your workflow is a real risk, especially at this price point.

Price relative to competitors. Smokeball Boost is approximately $89/user/month, compared to Clio Essentials at $79/user/month and CaelusLaw Essentials at $20/user/month. The automatic time capture feature is the primary justification for the premium. Whether that premium is worth it depends on how much of your billable time runs through Word and Outlook.

How Smokeball billing compares to Clio

Clio’s billing includes timer-based time entry, manual entry, calendar-based time capture, invoice generation, and IOLTA trust accounting (on Essentials and above). It does not have automatic time capture from Word or Outlook.

If a significant portion of your billable time is drafting and email, Smokeball’s automatic capture can recover enough unbilled time to more than offset the $10/user/month price difference over Clio. If your work is heavy on court appearances, phone calls, or client meetings, the automatic capture advantage shrinks considerably and Clio’s broader integration ecosystem may be a better fit.

CaelusLaw Essentials ($20/user/month) includes timer-based time entry, flat-fee billing, and IOLTA trust accounting. No automatic capture. For firms where price and simplicity matter more than automated time logging, it is worth evaluating before committing to Smokeball’s annual contract.

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Smokeball Boost is approximately $89/user/month as of March 2026

Source: Smokeball pricing page

Clio Essentials is $79/user/month as of March 2026

Source: Clio pricing page

How does Smokeball billing work?

Smokeball billing tracks attorney time through a combination of automatic capture and manual entry. The automatic component records time spent working in Microsoft Word documents and Outlook emails that are linked to a matter. Smokeball runs in the background and associates that time with the correct client file. For tasks outside Word and Outlook — court appearances, phone calls, client meetings — attorneys enter time manually via Smokeball's time entry interface or a mobile app.

Does Smokeball automatically track time?

Smokeball automatically tracks time spent in Microsoft Word and Microsoft Outlook when those documents and emails are linked to a matter in Smokeball. It does not automatically track time spent on the phone, in court, in meetings, or in other applications. Attorneys report that automatic capture handles a meaningful portion of drafting and email time, but it does not eliminate manual time entry entirely.

Does Smokeball include trust accounting?

Yes. Smokeball includes IOLTA trust accounting with per-client ledgers, three-way reconciliation, and trust transaction tracking. This is included in Smokeball Boost and above — not all Smokeball tiers. Trust accounting is a core billing feature for most law firms and should be confirmed for the specific tier you are evaluating.

No credit card required. No annual contract.

Frequently Asked Questions

Does Smokeball's auto time capture work on Mac?
Smokeball's automatic time capture is built on Microsoft Office integration (Word and Outlook). Mac support for Smokeball has historically been limited, and the automatic capture feature in particular is designed for Windows environments. Firms that operate on Mac should verify current Mac compatibility with Smokeball directly before purchasing, as this has been a consistent limitation in user reviews.
Can Smokeball handle contingency fee matters?
Yes. Smokeball supports contingency fee matters alongside hourly and flat-fee matters. Contingency matters track expenses and time without billing the client during the matter, then calculate the contingency fee at settlement. The billing system handles multiple fee structures within the same firm.
What is the difference between Smokeball Go and Boost for billing?
Smokeball Go is the entry-level tier with basic matter management and document tools. Smokeball Boost adds full billing, invoicing, trust accounting, and more advanced reporting. Billing functionality is a Boost-tier feature, not included in Go. Firms that primarily need billing and trust accounting should evaluate at the Boost tier — Go is not a complete billing solution.
Does Smokeball integrate with QuickBooks?
Smokeball offers QuickBooks integration for firms that want to sync billing data with their general accounting. This allows trust account transactions and invoices to flow into QuickBooks without manual re-entry. The integration handles standard billing workflows but requires setup and periodic reconciliation between the two systems.

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