Wingman Group

Our team

Jonathan Rostron

Chief Executive Officer

Jonathan is the Co-Founder and Chief Executive Officer of Wingman Group – a company built on people and purpose.

He’s the kind of leader who puts everyone else first – the clients, the team, and the 1,200+ remote professionals in the Philippines who make up the heart of Wingman’s community. With over 900 businesses now partnered with Wingman, Jonathan has built more than a company; he’s built a movement around opportunity, impact, and genuine care for people.

Recognised in the InDaily 40 Under 40, Jonathan is known for his relentless work ethic, calm clarity under pressure, and belief that success means nothing if you can’t bring others with you. His approach to leadership is both visionary and deeply human – balancing commercial growth with a culture defined by empathy, excellence, and shared ambition.

Under his leadership, Wingman Group has been named among Deloitte’s TechFast 50 Rising Stars, the AFR Fast 100 List, and most recently, received the Breakthrough Culture Award – celebrating a workplace that’s redefining what it means to grow with purpose.

Jonathan leads with a simple but powerful goal: to help people live better lives. Whether it’s empowering business owners to scale sustainably or creating life-changing career pathways for professionals across borders, his vision remains the same – build businesses that make a real difference, and people who do too.