Webinar replay: Tara Daisy on tackling content sprawl and building connected legal workflows

The useful part

The session, titled A Practitioner's Perspective on Building Connected Legal Workflows, drew heavily on Daisy's experience leading technology initiatives at Cooley before joining Box earlier this year. A recurring theme throughout the discussion was the challenge facing firms as they try to rationalise increasingly complex technology estates while simultaneously preparing for AI-powered workflows. "We wanted to make sure we were evaluating a product that was very easy for our clients to use," she said, noting that many of Cooley's technology-sector clients were already Box users.

How it works

• Daisy said that firms increasingly expect technology providers to work alongside one another rather than operate in silos, particularly as legal organisations experiment with a growing range of AI tools.
• "The biggest challenge for people is understanding how are we going to work differently versus can the technology do the thing we need it to do," she said.
• Box's Tara Daisy on AI, content sprawl and connected legal workflows.
• Daisy spoke candidly about the reality that many firms are struggling with fragmented content, inconsistent processes and uncertainty over which technologies to adopt.
• Referring to a talk she gave at ILTACON, she recalled saying 'raise your hand if you're having a million AI conversations', observing, "and all the hands went up.

What to take from it

Daisy also suggested that many firms are beginning to evaluate technology decisions within the context of longer-term transformation strategies rather than viewing deployments as standalone projects. 'Raise your hand if you're sick of talking about it?' and all the hands went up." The webinar also touched on the growing importance of interoperability. According to Daisy, one of the strongest themes at ILTACON 2026 was the extent to which firms, vendors and consultants were collaborating to solve common challenges around AI adoption, governance and information management.

Example or evidence

• Among the topics discussed were Box Hubs, content governance, document version control, legal-specific AI initiatives, integrations with platforms such as Microsoft, Harvey and Legora, and the growing...
• Strategic conversations the legal sector needs to have right now Former Allen & Overy senior partner Wim Dejonghe co-founds native AI firm The Inside View:
• Richard Susskind looks back at The Future of Law – Part 1 Related Freedom, AI and security:

Details worth keeping

"AI isn't a magic wand," was one of the central messages of the session. "Everyone is just overwhelmed, full stop," she said. Are law firms able to enable innovation without losing control?

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