In this episode of "The Jobs Report Podcast" by Swob, host Alexander Florio sits down with Chris Wilson, a former helicopter pilot turned entrepreneur, career expert, and TEDx speaker. Wilson shares his journey from aviation to business, breaking down the realities of career pivots, the challenges job seekers face, and the mindset needed to push through obstacles. Whether you're looking to switch industries, start a side hustle, or land your first job, this episode offers real-world advice on how to make a career move with confidence.
How to pivot into a new career when you feel stuck or underqualified
The role of networking in career success and how to build meaningful connections
Why failure is an important part of growth and how to bounce back stronger
The difference between motivation and discipline — and why discipline wins every time
Strategies for staying resilient during a long job search or career transition
Wilson shares how he went from an aspiring helicopter pilot to a career in aircraft maintenance before making the leap into business and leadership development. His story is a reminder that career paths are rarely linear.
One of the biggest challenges job seekers face is a lack of experience. Wilson emphasizes the importance of continuous learning, whether through formal education, certifications, or self-directed skill-building.
Most opportunities come through referrals, not job applications. Wilson discusses why attending events alone can push you out of your comfort zone and lead to stronger connections.
Failure is inevitable, but it's also an opportunity to learn. The key is to adapt, pivot, and keep moving forward.
Motivation fades, but discipline is what drives long-term success. Whether it's applying for jobs, learning new skills, or building a network, consistency is key.
"We all start from zero. The difference between those who succeed and those who don't is their willingness to keep learning and adapting." – Chris Wilson
"Give before you get. Networking isn't about what others can do for you — it's about building real relationships." – Chris Wilson
"Success isn't about never failing. It's about failing, learning, and getting back up stronger every time." – Alexander
"The best opportunities don't always come from job applications. They come from the relationships you build over time." – Chris Wilson
Website: ChrisMWilson.com
Instagram & LinkedIn: @ChrisMWilson
Mentee Community: Mentee Membership
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