1509: Penji: Transform Your Creative Team with AI and Outsourcing with Jonathan Grzybowski

Friday, December 19, 2025

Jonathan Grzybowski is an entrepreneur, storyteller, and the co-founder of Pengy.co, a creative subscription service transforming how businesses access top-tier creative talent. With leadership spanning over 81 countries, Jonathan brings a unique blend of hands-on strategy, authenticity, and a customer-first mindset to internal and external creative solutions. In addition to running Pengy.co, Jonathan is the host of “Dear Dads,” a heartfelt platform fostering genuine conversations around fatherhood and providing a support network for new fathers and content creators alike.

In this episode of Marketer of the Day, Jonathan joins Robert Plank to reflect on entrepreneurship’s evolving landscape—from early days of Amazon Merch and “t-shirt crazes” to leveraging AI and scaling global creative operations. Jonathan shares Pengy’s journey into managing in-house creative teams, the value of AI-assisted content creation, and why delegating and collaboration matter more than ever. He opens up about balancing business growth with personal priorities like family, building communities around honesty and vulnerability, and lessons from launching his “Dear Dads” podcast to support other fathers. The discussion touches on the importance of authenticity, customer engagement, and continuous self-improvement as keys to success in business and life.

Quotes:

“The problem we solve as a business is, if you don't want to do it yourself, then you hire somebody to do it for you. That problem will forever exist no matter what AI comes in.”

“You have to be a face, and you have to be more than just a person working at a desk. You can't hide anymore if you want to move forward in this future world.”

“Job’s not done. Just because you do a good job or find a little success—job’s not done.”