Stop Losing 30% of Your Revenue: AI-Powered Timekeeping with Nancy Jeng

Welcome to Legal Late Night! In this episode, host Jared Correia takes us back to the turn of the century for a wild travelogue before diving into the future of law firm profitability with Nancy Jeng.

First, Jared opens the vault for "Travels with Jared: Chapter 514." He recounts a debaucherous trip to Montreal in July 2001 to see the Red Sox play the Expos. The story features a missing toothbrush, a "McPoule" incident at 3:00 AM, and the legendary at-bat of Rich "El Guapo" Garces at Olympic Stadium. 

Then, we are joined by Nancy Jeng, co-founder of Billables AI. Nancy shares her journey from the advertising industry—where she suffered through the same timekeeping pains as lawyers—to launching a legal tech startup. She explains how Billables AI uses advanced machine learning to not just track time, but to automatically generate narrative entries, assign billing codes, and capture work across multiple devices. 

In this interview, we discuss:

• The "Spotify Wrapped" of Work: How wide adoption of timekeeping AI gives firms data on exactly how they spend their time (meetings vs. email vs. deep work). 
• Recovering Lost Revenue: How automated tools help lawyers capture 10-30% more billable time that usually slips through the cracks. 
• Training the AI: Understanding how the system learns from "explicit" signals (billing guidelines) and "implicit" signals (your editing habits). 

Finally, stick around for the Counter Program: "Woman vs. Food." Jared tests Nancy (a cookbook author!) on her knowledge of bizarre world cuisine. Is "Glacier Charred Moss" a real dish from Iceland? What about "Tarantula Tempura"? Tune in to find out.

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• (00:00) - Intro & Monologue: Travels with Jared in Search of Canada
• (02:04) - Red Sox vs. Expos: The 2001 Interleague Series
• (02:57) - The Toothbrush Incident & The Hotel Housekeeper
• (04:31) - Meeting Mike Lansing & Joe Kerrigan at the Bar
• (06:15) - The "McPoule" (McChicken) & The American Tourist
• (07:56) - The Legend of Rich "El Guapo" Garces
• (13:03) - Interview Start: Nancy Jeng (Billables AI)
• (13:56) - UT Austin Nostalgia: Vince Young & Kevin Durant
• (17:46) - PTSD from Advertising Time Sheets
• (19:57) - Why Timekeeping is Harder for Lawyers
• (22:36) - How Billables AI Works (Generative Narratives)
• (25:44) - Training the AI: Implicit vs. Explicit Signals
• (29:02) - The "Spotify Wrapped" of Law Firm Data
• (32:33) - Future Features: Pre-Bills & Profitability Analytics
• (34:50) - Integrations: Microsoft 365, Clio, & More
• (37:34) - Nancy's Cookbook: A Very Asian Guide to Taiwanese Food
• (42:10) - Counter Program: "Woman vs. Food"
• (43:17) - Peru: Cuy Chactado (Fried Guinea Pig)
• (44:48) - Mexico: Huitlacoche (Corn Smut)
• (45:44) - Japan: Shiokara (Fermented Viscera)
• (47:42) - Iceland: Glacier Charred Moss?
• (48:47) - Cambodia: Tarantula Tempura
• (49:56) - Persian Gulf: Saffron Steamed Silkworm?
• (51:33) - Conclusion & Outro