98: Ross Pomerantz - Cold Calls, CRMs, and Comedy Gold: Corporate Bro’s Unfiltered SaaS Diaries
Mar 16, 2025
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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!
Ross Pomerantz emphasizes the importance of crafting relatable content, moving away from technical jargon to resonate with audiences.
The distinction between public persona and private identity allows creators like Ross to critique corporate culture without personal risk.
Successful brand partnerships hinge on authenticity, requiring influencers to align with brands that share their values and audience interests.
Deep dives
The State of B2B Marketing
B2B marketing has traditionally lagged behind other sectors, particularly in effectively engaging potential customers. Many businesses struggle to communicate their value propositions in meaningful ways, as industry jargon like 'scalable AI systems' fails to resonate with audiences. Instead, there is a growing realization that marketers should focus on genuine connections rather than overcomplicated technical language. As a result, there's a shift toward embracing more relatable and engaging content that appeals to educated decision-makers with disposable income.
The Duality of Content Creation
Content creators often grapple with the duality of their public persona versus their private identity. In the case of influencers like Ross Pomerantz, who adopts the Corporate Bro persona, there's a clear distinction between the character's outrageousness and his true self. This separation allows for creative freedom as it enables content creators to express thoughts and frustrations about the industry without personal accountability. It's a mechanism that helps navigate the complexities of public perception while still addressing the harsh realities of corporate culture.
Navigating Fame and Recognition
As content creators gain popularity, they often face the reality of being recognized in public, which can be both exciting and daunting. Managing expectations in these interactions is crucial, as fans may anticipate a performance while the creator may not always feel up to it. Maintaining authenticity while navigating these social encounters helps build a loyal audience that appreciates genuine interactions. Recognizing and managing these moments can further strengthen a creator's brand and foster deeper connections with fans.
The Importance of Authenticity in Brand Partnerships
Successful brand partnerships rely heavily on authenticity and mutual benefit between the influencer and the brand. Many creators are selective with the brands they collaborate with, ensuring alignment with their values and audience interests. Being upfront about creative control and maintaining a clear vision helps in preserving authenticity in content creation. As there is a growing skepticism toward sponsored content, prioritizing genuine partnerships is key to maintaining audience trust and engagement.
Embracing the Journey of Content Creation
Content creation is often a challenging but rewarding journey that involves a blend of creativity and consistency. It requires taking risks, experimenting, and not fearing failure as part of the learning process. Embracing both successes and setbacks is essential, as they collectively contribute to a content creator's growth and evolution. Ultimately, creating content driven by passion and authenticity can lead to meaningful connections with audiences and sustained success.
Ross Pomerantz (aka Corporate Bro) pulls back the curtain on turning sales cringe into viral gold. The ex-Oracle SDR turned B2B comedy king reveals how he monetizes corporate absurdity, why "scalable AI solutions" make audiences snooze, and how to survive when algorithms decide your career. Contains NSFW cold call stories, LinkedIn rage-bait truths, and why Salesforce pays him to roast CRMs.
Chapters with Timestamps
00:00–04:30
From MLB dreams to Oracle’s cold call trenches: “My first prospect told me to blow him – and my manager said ‘that’s normal’”
Why 2013 Vine videos mocking sales culture became accidental career fuel
04:30–15:00
Influencer Economics 101: Turning “drowning in SaaS spam” into $500B brand partnership opportunities
Why Salesforce pays him to clown CRMs: “They know I’ve suffered through 9,462 pipeline updates”
15:00–28:00
AI’s Content Apocalypse: Why B2B marketers are “flooding the zone with bot-written bullshit”
Survival Playbook: How to outlast AI-generated influencers and OnlyFans-for-CFOs nightmares
28:00–40:00
The Algorithm Trap: Why LinkedIn rage bait dies faster than a SDR’s first quota
Ross’s non-negotiables: “Never let brands own your content – unless they pay stupid money”
40:00–01:00:00
Hot Takes: Why “product marketing language is corporate ASMR” and how to monetize exec foot pics (allegedly)