In this episode of Iconic Insights, we’re joined by long-time IT contractor Stephen Downey, who takes us through his 19-year journey in the world of contracting. From his early days navigating the dot-com era to his current work in the insurance sector, Stephen reflects on the lessons learned, the value of staying adaptable, and how contracting has empowered him to design a career that aligns with his passions.

Stephen opens up about the challenges he’s faced, including navigating burnout, gaps between contracts, and major life setbacks. He explains how cultivating the right mindset—grounded in mindfulness and self-awareness—has helped him overcome these hurdles, remain resilient, and ultimately thrive. He also shares the inspiration behind his powerful TEDx talk The Value of a Moment, and how appreciating the small things can shift both your personal and professional perspective.

This episode offers valuable insights into the evolving IT industry, the future of contracting, and the rise of AI in development workflows. Whether you’re just starting your contracting journey or seeking new ways to find balance and meaning in your work, this episode is packed with honest, heartfelt advice and practical wisdom from someone who’s walked the path.

🎧 Tune in now to hear why, when it comes to success in contracting, mindset really does matter.

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