#0173: (CT) Making Pilots Fly: Part 2 - Executing Pilots

About this episode

The episode discusses the execution phase of legal tech pilots and common pitfalls that can lead to their failure.

This session focused on what happens after a legal tech pilot launches—and why so many well‑planned pilots quietly stall during execution. Designed for project managers and program leaders, the discussion moves beyond task tracking and timelines to examine how pilots succeed (or fail) based on adoption, behavior change, and clarity around the business problem being solved. We explored common execution pitfalls—unclear expectations, over‑reliance on reluctant or “voluntold” participants, scope creep, and overlooking the human side of change—and how these issues show up once a pilot is underway. The conversation highlighted practical execution practices, including setting and reinforcing clear expectations, building and maintaining a pilot tester pool, creating space for reflection between pilot and rollout, and applying change management throughout. Listeners come away with concrete ways to assess pilot health while it’s underway—and know how, when, and where to intervene to keep pilots productive, make them fly, or course‑correct with confidence. Moderator:Floor Blindenbach - CEO, Organizing4Innovation LLC Speakers:Kirstie Andino - Senior Manager, Litigation Support Wilson…

People in this episode

Host: Floor Blindenbach

Guests: Kirstie Andino, Morgan Himenez

Topics covered

• legal tech pilots
• execution challenges
• adoption and behavior change
• project management
• change management
• pilot health assessment

Keywords

• legal tech
• pilot execution
• project management
• behavior change
• change management
• pilot health
• scope creep

Mentioned in this episode

Organizations: Organizing4Innovation LLC, Wilson Sonsini Goodrich & Rosati, Thompson Coburn LLC

More episodes of ILTA Voices

• #0188: (JIT) ILTA Just-In-Time: From Wall Street to Your Phone: The New Insider Trading Threat · June 9, 2026 · 26 min
• #0187: (CT) ILTA Just-in-Time: Three-Tier AI Architecture for Law Firms · June 8, 2026 · 9 min
• #0186: (CT) Content Remix Series - Litigation and Practice Support · June 3, 2026 · 16 min
• #0185: (WIS) Leading with Strength: People, Strategy, and Security with Cindy Heiner · June 1, 2026 · 28 min
• #0184: (CT) Branding & Storytelling for Marketing Internal Tools · May 27, 2026 · 17 min
• #0183: (CT) AI Governance Foundations for Law Firms · May 21, 2026 · 20 min