Tom Mirabella

Founder & CEO of Wingman Planning (Franchise) | Helping Small Businesses Grow | Nonprofit Founder & Community Builder | Host of Grit Won’t Quit Podcast

New York City Metropolitan Area

About

As the Founder & CEO of Wingman Planning, I lead a passionate team dedicated to helping small businesses and organizations achieve meaningful, measurable growth. At Wingman, we blend strategy, creativity, and technology to deliver results across digital marketing, branding, web development, SEO, paid advertising, social media, print, and CRM systems. Our mission is simple: make marketing approachable, affordable, and effective for businesses that want to grow the right way. What began as a local agency in Long Island expanded into Monmouth and Ocean County, NJ — where we built strong community roots and a proven track record of results. That regional growth laid the foundation for what has now evolved into a nationwide franchise opportunity, empowering entrepreneurs to bring the Wingman model into their own communities. We believe small businesses deserve world-class marketing support, and our franchise expansion allows us to scale that impact while staying grounded in local relationships. Beyond business growth, I’m deeply committed to community impact. Through the Wingman Foundation, we organize and support initiatives that uplift families and strengthen neighborhoods — from food drives to holiday giving programs and year-round charitable efforts. Business success means more when it creates real, tangible change for others. Entrepreneurship has always been about building and balancing multiple ventures with focus and intention. In addition to leading Wingman Planning, I also own and operate Shooboo Trolley & Shuttle Company, a premium transportation business built on reliability, hospitality, and community connection. Successfully running multiple companies has reinforced one core belief: strong leadership, clear vision, and consistent execution drive sustainable growth. I also host the Grit Won’t Quit podcast, where I interview entrepreneurs, leaders, and change-makers about the resilience, strategy, and mindset required to build something that lasts. The conversations are real, practical, and rooted in experience — because success rarely comes without grit. If you’re building, scaling, franchising, or giving back — I’d love to connect.

Experience

  • Chief Executive Officer at Wingman Franchise
    2025 - Present · 1 yr 6 mos

  • Chief Executive Officer at Wingman Planning
    Mar 2009 - Present · 17 yrs 4 mos

    Wingman Planning provides approachable and affordable consulting for your business. We specialize in helping small and medium-sized businesses achieve their goals and grow their business. Services offered: * Website Design, Development, Updating and ongoing management * Survey Research * CRM Development * Digital Marketing * Developing marketing plans * Create & Print marketing materials * Reception Service * And much more…

  • President at Shooboo Shuttle
    May 2017 - Present · 9 yrs 2 mos

    When you need group transportation for a special occasion or event, Shooboo Shuttle wants your experience to be a memorable one. Shooboo Shuttle is committed to providing superior customer service with chauffeured transportation.