On this episode of Single Tree Nation, Charlie and Derry sit down with Jason Berkowitz — a seasoned hospitality veteran, founder & CEO of Arrow Up Training, and a leader who's transforming how restaurants build culture, train teams, and grow their businesses.
Jason has worked in every corner of the restaurant world — from opening over 50 restaurants to leading operations for major brands like Umami Burger, Tocaya Organica, and The Madera Group. Today, through Arrow Up Training, he's helping operators and teams across the country create stronger, more engaged, and more productive workplace cultures.
In this conversation, Jason shares:
🔥 How effective training can shape culture, retention, and success in hospitality
💡 Why storytelling and empathy matter in leadership and team development
🚀 Tips for restaurant operators and business owners to strengthen their workforce
😂 A lively Mac or Beans segment
✨ And Derry's Friday Feel Good to close out the episode
Whether you're in hospitality, leadership, or just love hearing inspiring business journeys, this episode is packed with actionable insights and authentic stories.
📲 Connect with Jason Berkowitz:
LinkedIn: https://www.linkedin.com/in/jasondberkowitz/
Website: https://arrowuptraining.com/
Instagram: @arrow_up_training (Arrow Up Training)