THE WINWIRE

5: John Ernsberger - Leaps of Faith, Pivots, and a $100M Payoff

John Ersnberger, the Co-Founder of Stella Connect (acq. Medallia, $100M) and now Co-Founder of Jump takes us through his bold journey through many pivots – and the deal that changed Stella forever.

Episode Summary

We sit down with John Ernsberger, whose audacious journey led him from quitting his finance job to co-founding Stella Connect, a company eventually acquired by Medallia for a cool $100M.

John recounts the early struggles, the transformative pivot(s), and the seven-figure customer partnership that set them on the path of success. 

Listen in as he shares his deal stories, twists & turns, and learnings from battle scars over the last two decades.

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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.