AI is poised to change everything, but will it fix the strained relationship between Legal and Procurement, or make it worse?

In this special episode, Natasha and Conrad are joined by two legal powerhouses, Alissa Harvey Dawson and Ana Erickson, to explore the critical intersection of technology, law, and procurement. They discuss how to move beyond friction, leverage AI responsibly, and build a truly aligned partnership that drives business forward.

With decades of combined experience from companies like HubSpot, Gusto, IBM, and McKesson , our guests provide an unparalleled view from both inside the legal department and from the perspective of a procurement-pro-turned-lawyer.

Topics in this episode include:

• Why legal is often the slowest function to adopt new technology—and how to overcome the resistance.

• Practical ways to use AI for contract summarization, clause comparison, and initial drafting today.

• The secret to getting Legal and Procurement on the same page by aligning on business strategy and risk tolerance.

• The human element: What AI can't replace in understanding deal dynamics and complex relationships.

• Building proactive supplier resiliency in an era of tariffs and global disruption.

• The biggest risks of AI, like hallucinations and bias, and how to manage them responsibly.

  
  

If you’re a professional caught between legal hurdles and procurement deadlines, or wondering how to safely harness the power of AI, this conversation provides an expert playbook for the future of your field.