In this special episode of Grit Won’t Quit, the tables are turned as Jenna Atrashewski, Brand Manager at Wingman Planning, steps into the host’s seat to interview Tom Mirabella about his entrepreneurial journey and the growth of the company he built. Tom shares how Wingman Planning started, how he landed his first client, and the mindset that helped him grow the business by focusing on relationships, long-term partnerships, and simply helping people solve problems. He also reflects on some of the best business advice he’s received along the way and what it has meant to watch the Wingman team grow over the years. Jenna and Tom also dive into some of today’s biggest marketing topics, including the importance of social media for small businesses, how AI is changing the future of media and marketing, and why staying adaptable is more important than ever. The conversation wraps up with Tom’s vision for the future of Wingman Planning and the potential for expansion through franchising. This episode offers a behind-the-scenes look at the person behind the podcast and the business, along with valuable insights for entrepreneurs, marketers, and anyone focused on long-term growth.












