
Robert Klamser leads AI-focused innovation at Stretto, a company making the Chapter 11 bankruptcy process easier to navigate. He works on technology supporting professionals, creditors, vendors, and other stakeholders through one of the most complex corners of the legal system.
Robert Klamser is helping make one of the most complex corners of the legal system easier to navigate. As the leader of Stretto's technology and innovation work, Robert is using AI to modernize the bankruptcy and restructuring process, helping law firms, debtors, creditors, and courts manage the enormous volume of documentation, communication, and compliance work that comes with Chapter 11 cases.
In this episode, Russ and Robert dig into why Chapter 11 bankruptcy is so administratively complex, how AI is helping Stretto reduce the manual work involved in case administration, what it means to build technology for a process that is simultaneously time-sensitive, legally precise, and incredibly document-heavy, and why the bankruptcy and restructuring industry is one of the most interesting and underserved areas for legal technology innovation.
They also get into how Robert thinks about trust and accuracy in a legal context where mistakes have serious consequences, what the adoption curve for AI in bankruptcy practice has looked like, how Stretto works with both large law firms and smaller practitioners, and what the future of AI-augmented legal case management looks like as the technology continues to mature.
Topics Covered:
- Welcome and intro; Robert Klamser and Stretto
- Why Chapter 11 bankruptcy is so administratively complex
- How AI is reducing manual work in bankruptcy case administration
- Building technology for a time-sensitive, legally precise, document-heavy process
- Why bankruptcy and restructuring is underserved by legal technology
- Trust and accuracy in AI applications with serious legal consequences
- The adoption curve for AI in bankruptcy practice
- Serving both large law firms and smaller practitioners
- The future of AI-augmented legal case management









