Buy, Sell, Beware: Examining the Ethics of AI with Dianna Cappello

Today's episode was recorded during Presales Collective's AI-Powered Presales Summit on March 26th, 2025. In this episode, Jack Cochran (General Manager, Presales Collective) and co-host Matthew James discuss the ethics and trust issues surrounding AI in sales environments with guest Diana Capello, Director of Solutions Consulting for US and Demo Engineering at Eightfold. The discussion explores how AI is transforming the presales landscape, from creating demo environments to navigating AI buying committees and addressing hiring practices in tech. Diana shares insights from her 20-year journey in AI, offering valuable perspectives on maintaining customer trust while leveraging AI tools.

To join the show live, follow the Presales Collective's LinkedIn page or join the PSC Slack community for updates. The show is bi-weekly on Tuesdays, 8AM PT / 11AM ET / 4PM GMT.

Connect with Us

• Connect with Jack Cochran: https://www.linkedin.com/in/jackcochran/

• Connect with Matthew James: https://www.linkedin.com/in/matthewyoungjames/

• Connect with Diana Capello: https://www.linkedin.com/in/dianacappello/

Links and Resources Mentioned

• Join Presales Collective Slack: https://www.presalescollective.com/slack

• Presales Collective newsletter: https://www.presalescollective.com/newsletter

• Book Recommendation, "AI Superpowers" by Kai-Fu Lee: https://www.goodreads.com/book/show/38242135-ai-superpowers

• Presales Collective's YouTube channel: https://www.youtube.com/c/PreSalesCollective

• Presales AI Summit recordings, available on the PSC YouTube channel: https://www.youtube.com/@presalescollective7795

Timestamps

00:00 - Introduction

01:27 - Welcome Diana Cappello

04:10 - Maintaining customer trust while using AI

06:50 - Explaining how AI works to customers

11:45 - Navigating AI councils in enterprise sales

20:34 - AI in hiring processes

27:43 - Book recommendation

31:10 - Q&A