PRODUCTEA with Leah, Growth & Senior Leadership

98: Ross Pomerantz - Cold Calls, CRMs, and Comedy Gold: Corporate Bro’s Unfiltered SaaS Diaries

Mar 16, 2025
In this engaging conversation, Ross Pomerantz, known as Corporate Bro, shares his journey from cold calling at Oracle to becoming a B2B comedy creator. He highlights the absurdities of sales culture, showcasing NSFW cold call stories and his viral content. Ross discusses his thoughts on AI’s impact on marketing, stressing the importance of authenticity over algorithmic influence. He also reveals why Salesforce sponsors him to roast CRMs and offers insights on navigating brand partnerships while maintaining creative freedom. Get ready for laughs and a peek behind the corporate curtain!
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ANECDOTE

Vine Origins

  • Ross Pomerantz started creating Vine videos while working in sales at Oracle in 2013.
  • These videos documented the absurdities of corporate sales culture, offering him catharsis and unexpected career fuel.
INSIGHT

B2B Sales Culture

  • B2B sales, particularly in the enterprise software space, has a unique culture of cold calling and intense pressure.
  • This environment, while harsh, provides ample comedic material due to its inherent contradictions and relatable struggles.
ANECDOTE

First Cold Call

  • Ross Pomerantz's first cold call at Oracle involved being told to "blow him" by a prospect.
  • His manager's response highlighted the harsh realities of cold calling.
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