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

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
Facebook: Join the Group

Trading Secrets Steals & Deals!
Momentous:
Momentous Fiber+ addresses one of the most overlooked foundations of long-term performance: gut health. Fiber is not just about digestion. It is a key driver of gut health, which directly impacts nutrient absorption, energy stability, recovery, focus, mood, and overall performance. Head to livemomentous.com, and use promo code TRADINGSECRETS for up to 35% off your first order.

Warby Parker:
Warby Parker gives you quality & better-looking prescription eyewear at a fraction of the going price. For  15% off + Free Shipping when they buy 2 or more pairs of prescription glasses head over to WarbyParker.com/TRADINGSECRETS.

Wayfair:
Get back into an at-home routine you LOVE and elevate your space with Wayfair. From bedding and mattresses to storage solutions for every room in the house, Wayfair is your one-stop shop. Head to Wayfair.com right now to shop all things home.

Northwest Registered Agent:
Northwest Registered Agent has been helping small business owners and entrepreneurs launch and grow businesses for nearly 30 years. Don’t wait, protect your privacy, build your brand and get your complete business identity in just 10 clicks and 10 minutes! Visit https://www.northwestregisteredagent.com/tradingsecretsfree and start building something amazing!