October 17, 2025

For many lawyers, the task of billing clients can be the most uncomfortable part of their job. Despite delivering high-quality work and solving complex issues, following up on unpaid invoices can often feel awkward and untimely. In a revealing discussion on the "Be That Lawyer" podcast with legal business strategist Matt Darner, this common discomfort and its costly implications for law firms were thoroughly examined.
Reframing Client Communications: A Shift in Perspective
During the podcast, Matt Darner highlighted a significant shift in mindset that can alleviate the discomfort associated with invoice follow-ups. Rather than viewing these interactions as pestering clients, lawyers should see them as opportunities to underline the value they’ve provided. By training the team to handle these conversations with confidence and a focus on relationship-building, what was once an awkward interaction can become a positive touchpoint.
The Importance of Robust Systems and Consistent Communication
Darner also pointed out how a lack of effective systems and regular communication can erode client confidence over time. This erosion often leads to clients creating negative narratives which justify their delayed payments. To combat this, maintaining robust communication channels and consistent client updates are crucial in preserving trust and ensuring that invoices are paid promptly.
Rethinking Structural Roles within Law Firms
One key issue addressed was the misallocation of lawyers’ time, particularly high-performing ones, in chasing down unpaid invoices. Drawing from his sales background, Darner stressed the importance of setting clear expectations from the outset. This practice not only smooths out processes from communication to collection but also allows lawyers to dedicate more time to high-value legal work, rather than financial follow-ups.
Regular Invoicing: A Reflection of Your Business Health
Matt Darner expressed a critical observation: irregular invoicing might signal deeper issues within a business. Regular and systematic invoicing practices are indicative of a well-run operation, communicating reliability and professionalism to clients.
Connecting with Industry Experts
For more insights, legal professionals can connect with Matt Darner through his website at [Collbox.co](https://collbox.co/) or on LinkedIn. Additionally, listening to the "Be That Lawyer" podcast can provide further strategies on enhancing business development within legal practices.
This discussion not only sheds light on the nuances of law firm billing practices but also offers practical solutions for turning potentially negative interactions into opportunities for reinforcing client relationships and firm profitability.