Episode
280. Ross Pomerantz: From pro baseball to Corporate Bro, the BTS of navigating his career identity, making over $100K on LinkedIn, Super Bowl commercial with Matthew McConaughey, and beyond
- Podcast
- Trading Secrets
- Published
- Feb 23, 2026
- Duration seconds
- 4786
- Processing state
not_requested- Canonical source
- https://audioboom.com/posts/8864621
Actions
POST https://stenobird.com/v1/public/podcasts/trading-secrets-3243157/episodes/280-ross-pomerantz-from-pro-baseball-to-corporate-bro-the-bts-of-navigating-his-career-identity-making-over-100k-on-linkedin-super-bowl-commercial-with-matthew-mcconaughey-and-beyond/transcription-requests
Idempotently request low-priority transcript generation for this episode.GET https://stenobird.com/podcast/trading-secrets-3243157/280-ross-pomerantz-from-pro-baseball-to-corporate-bro-the-bts-of-navigating-his-career-identity-making-over-100k-on-linkedin-super-bowl-commercial-with-matthew-mcconaughey-and-beyond.md
Read the agent-friendly Markdown representation of this episode resource.
Summary
This week, Jason is joined by the hilarious Corporate Bro, Ross Pomerantz! He is someone who has lived in the high pressure, high performance world of corporate fiance and selling at Oracle and actually has the scars and stories to prove it. Ross brings a real unfiltered hilarious perspective in what enterprise sales really looks like behind the scenes. From ambition and burnout to the funny trade-offs nobody talks about unless you’re deep in it, he is covering it all. He is a speaker, investor, entrepreneur, and massive creator. Ross breaks down everything from playing two seasons of Single-A pro baseball to selling luxury apartments in Oakland during Occupy Wall Street, and the identity shift from athlete to enterprise sales at Oracle. He shares what it was like training to cold call, navigating an identity crisis, and clarifying that “Corporate Bro” was always meant to satirize the industry — not glorify it — after getting his start on Vine in 2013. We dive into spending a decade in sales before business school, negotiating lessons, trusting timing, and earning admission to Stanford, along with the fear of fully committing to content creation and how he scripts and produces highly shareable videos with his team. He also talks about appearing in a Super Bowl commercial alongside Matthew McConaughey for Salesforce, leveraging opportunities on LinkedIn, his speaking business, co-hosting a podcast with Corporate Natalie, angel investing, building alongside his wife, and what’s next. Ross reveals all this and so much more in another episode you can’t afford to miss! Host: Jason Tartick Co-Host: David Arduin Audio: John Gurney Guest: Corporate Bro Ross Pomerantz Stay connected with the Trading Secrets Podcast! Instagram: @tradingsecretspodcast Youtube: Trading Secrets Fac…