Leading Product Transformation Amid Company Transformation: 8am’s New Chief Product Officer Leslie Witt

As Leslie Witt took to the stage Sept. 3 to deliver the keynote at Kaleidoscope, 8am’s inaugural customer conference, it was the culmination of a whirlwind summer. It had been just four months since she had joined the company formerly known as AffiniPay as chief product officer, responsible for leading product transformation and strategy for established legal tech brands LawPay, MyCase, CASEpeer and Docketwise. In the intervening 16 weeks, the company had undergone a major rebrand and finalized details of its first major conference. Now, two weeks after the rebrand and as the conference got underway, Witt stood before the keynote audience detailing the company’s newest product initiatives, including its upcoming launch of its generative AI-driven 8AM IQ. 

Not long after Witt wrapped up her keynote, LawNext host Bob Ambrogi sat down with her live for this extended conversation. They spoke at the Kaleidoscope venue in Austin in a recording studio provided by 8am, where they discussed her background and career, her reasons for joining 8am, and the product announcements she had made earlier that day. Those announcements included the beta launch of an AI “Chat with Cases” feature that allows lawyers to ask questions of and search their case files, the integration of three core 8am products — LawPay, MyCase and SmartSpend — on a single technology platform, and more. 

Before joining 8am in May, Witt had more than two decades of experience in leading product teams. Most recently, she had served as the chief product and design officer at the mental health and wellness technology company Headspace. She previously held senior positions at Intuit, where she led global design, research and innovation initiatives focused on small businesses. 

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Chapters

00:00 Introduction to 8AM and Leslie Witt

01:43 Leslie Witt's Background and Experience

09:53 Brand Transformation from Affinipay to 8AM

15:44 Product Design Philosophy and Customer Engagement

20:22 Platform Integration and New Features

24:57 Future Directions and Industry Impact