
Modern law firms face an ongoing challenge: capturing every billable minute without burdening attorneys with tedious administrative work. In a world where client expectations are rising and competition is intensifying, even minor inefficiencies can lead to major revenue leakage.
That’s exactly why Billables AI and LeanLaw have joined forces—to help firms reclaim lost revenue, streamline workflows, and build sustainable profitability through automated timekeeping and integrated financial lifecycle management.
A Smarter, More Complete Approach to Legal Billing
In a series of interactive sessions and webinars, Nancy, co-founder of Billables, and Jonathan Fishman, CEO of LeanLaw, shared how their platforms work together to transform the billing experience for law firms.
They kicked off by addressing the biggest pain points firms face today:
- Missing or inconsistent time entries
- Difficulty getting time into the system
- Revenue leakage from untracked work
- Inefficient, manual billing workflows
Through live demos and real firm stories, they showed how the Billables + LeanLaw integration addresses these issues head-on—capturing time automatically and managing the entire billing lifecycle seamlessly.
Solving Timekeeping Challenges with AI
Nancy introduced three common attorney personas who struggle with time capture:
- The Constant Contact Switcher – bouncing between apps all day
- The Narrative Novice – struggles to write detailed descriptions
- The On-the-Go Overlooker – forgets to track mobile or quick tasks
Billables AI was designed specifically to support these behaviors by automating time tracking across Outlook, Google Workspace, Zoom, Teams, RingCentral, and more—with no manual timers required.
LeanLaw shared poll results that reinforced the challenge:
Getting time into the system is the #1 obstacle, followed closely by missing hours and poor narratives.
One case study even revealed six figures in annual revenue leakage—all from untracked work. With tools like Billables and LeanLaw working together, firms can prevent these losses while improving attorney satisfaction.
Billables in Action: Automated Time Entries That Just Make Sense
During the demonstration, Nancy walked attendees through how Billables AI:
- Tracks actual interaction time—not just when an email or app is open
- Accumulates time spent on multiple drafts throughout the day
- Syncs activities across devices
- Generates recommended time entries with detailed narratives
- Links each entry back to the original email or activity for easy verification
Because Billables integrates directly with Microsoft, Google, Zoom, and VoIP providers, user privacy stays protected—no screenshots, no monitoring software, no invasive tracking.
Meanwhile, LeanLaw automatically pulls these entries into the firm’s financial workflow, ensuring client/matter assignment, billing guidelines, approvals, and collections all stay aligned.
AI That Learns With You
Billables uses AI reasoning to match activities to clients and matters. While no AI is perfect, its accuracy improves over time as users approve or edit entries. The more your team interacts with it, the smarter and more customized it becomes.
LeanLaw complements this by letting firms:
- Set billing rules per client
- Track work in progress (WIP)
- Ensure compliance
- Review and approve entries before invoicing
Together, the systems create a closed loop that reduces administrative burden and maximizes billable capture.
What This Integration Means for Your Firm
The Billables + LeanLaw partnership gives law firms:
- More captured time (without extra effort)
- Consistent and compliant billing narratives
- A simplified workflow from time entry → approval → invoice → payment
- Higher profitability with fewer manual tasks
- Better visibility into work in progress and revenue trends
It’s a powerful, complementary solution designed to support firms of any size, whether billing hourly, flat-fee, or subscription-based.
Next Steps
For firms that want to stop revenue leakage and elevate their operational efficiency, these tools deliver immediate ROI. Nancy and Jonathan closed their sessions with details on implementation, pricing, and customized onboarding paths.
If your firm is ready to modernize timekeeping and billing, both teams encourage reaching out to learn more and explore a tailored workflow.

