How AI Helps Law Firms Handle More Cases With Timothy Hiller

Episode 342:

Welcome to episode 342 of Grow Your Law Firm, hosted by Ken Hardison. In this episode, Ken sits down with Timothy Hiller, Partner at Hiller Comerford Injury & Disability Law. Tim shares how his firm is using AI to support a high-volume Social Security disability and VA practice while continuing to grow its personal injury department.

The conversation explores how AI can help law firms build custom tools, streamline document-heavy work, improve financial forecasting, and reduce repetitive operational tasks. Tim also explains why firms need clear policies around data privacy and attorney review, how to communicate AI adoption to employees, and why he sees AI as a way to increase capacity and compete, not as a reason to reduce staff.

What you’ll learn in this episode:

1. How to Start Using AI in Your Firm
   – Why law firm owners should experiment with AI tools before deciding to implement them
   – How everyday use helps leaders understand what AI can and cannot do
2. Building Custom AI Tools Without a Large Development Team
   – How Claude Code can help firms create custom lead-generation tools, calculators, and dashboards
   – Why firms can use AI to build solutions that better fit their specific practice areas
3. Using AI for High-Volume, Document-Heavy Cases
   – How AI can help summarize and organize large medical and administrative records
   – Why attorney review remains essential before submitting AI-assisted work to a court
4. Protecting Client Data and Managing Risk
   – Why firms should understand enterprise agreements and data privacy before using AI with client information
   – How internal AI policies can help prevent inaccurate filings and avoidable mistakes
5. Helping Employees Adopt AI
   – Why firms should present AI as a capacity-building tool rather than a replacement for staff
   – How leadership communication, employee ambassadors, and one-on-one conversations can reduce resistance

Resources: 
Website: hillercomerford.com
LinkedIn: linkedin.com/company/hiller-comerford-injury-disability-law
Facebook: facebook.com/hillercomerford
Instagram: instagram.com/hillercomerford

Additional Resources: 
https://www.pilmma.org/the-mastermind-effect
https://www.pilmma.org/resources
https://www.pilmma.org/mastermind
https://calendly.com/jenna-pilmma/strategy-session-with-pilmma