THE WINWIRE

8: Matt Feldman - How $5K Deals Shaped a Snowflake Leader

Hear Snowflake sales VP Matt Feldman recount his rise from $5k deal “king” to leader, and tune in for the memorable deal that sticks in his mind until this day. Matt also shares lessons on resilience, empathy amidst pressure, and blending technical excellence with business alignment.

Episode Summary

In the early days at Snowflake, Matt Feldman grinded closing $5k deals as the self-proclaimed “$5K King.” Just a few years later, he was promoted to a key leadership role in one of the most elite organizations in software.

Hear Matt recount one unforgettable $75k deal that taught him key lessons about consensus – and not just among execs. He also shares hard-learned lessons on handling rejection, maintaining empathy amidst pressure, and balancing technical excellence with business needs.

00:00:00 - Matt’s Entrance into Tech Sales

00:02:30 - The Wild Early Days at Snowflake

00:05:00 - Getting Passed Over then Promoted

00:08:30 - Matt’s Memorable Deal Loss

00:16:00 - Learnings & what he would’ve done differently

00:23:00 - Guiding Teams Through Uncertainty

00:26:50 - Matt’s Mentors and What He’s Learned

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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.