THE WINWIRE

6: Craig Pratt - Turning Early Losses into Career-Defining Wins

A single deal can make or break your year. Craig Pratt knows this well and shares his playbook in this episode - sharing how a key loss set the stage for his ascent, and discussing a win that defined his 30+ year career.

Episode Summary

When selling to Fortune 100 companies, a single deal can make or break your year. Craig Pratt knows this well and shares his playbook in this episode. We hear how Craig recovered from an early blowout loss and went on to lead multiple eight-figure sales. Craig also explains his "validate the value" approach to proving ROI with strategic clients, and shares his biggest influences over a 30+ year sales career.

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THE WINWIRE

18: Steve Goldberg - From Salesforce to Salesloft: Lessons from a Career of Closing Transformative Deals

Steve Goldberg is a veteran sales leader who has closed some of the most significant deals in the history of Salesforce and Salesloft - most recently serving as CRO at the latter. Steve takes us behind the scenes of his biggest wins and toughest losses, sharing hard-won lessons on what it takes to succeed in enterprise sales and navigate the Fortune 500. He also opens up about the personal sacrifices he's made along the way and the mentors who have shaped his approach to leadership.

THE WINWIRE

17: Eric Stine, Elemica CEO – Leading Change at Global Giants & Within Oneself

Eric Stine is the CEO of Elemica. Eric shares his transformative journey from aspiring politician to tech industry leader. We talk about a pivotal career moment at SAP reshaped his approach to sales and customer engagement, leading to a groundbreaking deal that redefined industry standards. Eric also reveals his philosophy of "aggressive humility", the power of admitting "I don't know" as a pathway to success, and the routines and tactics that have been key to his growth.