How Successful People Actually Think About Risk, Failure, And Opportunity, With Kyle Austin Young
How Successful People Actually Think About Risk, Failure, And Opportunity, With Kyle Austin Young  
Podcast: Career Sessions
Published On: Mon May 18 2026
Description: Most people think success comes down to talent, timing, or even luck. But Kyle Austin Young suggests it could be a numbers game. In this episode, he explains how to think about success through the lens of probability so you can actively improve your odds over time.JR and Kyle explore:Why your goals have hidden probabilities attached to themHow to reduce the likelihood of failureThe power of repeated attemptsWhen to power through to achieve your goals, and when to pauseWhy differentiation is critical in today’s marketThis conversation reframes success as something you can engineer. Whether you’re early in your career or reevaluating your next move, this will help you make smarter decisions and create better outcomes over time.Tune in every week for more episodes like this. Subscribe on YouTube and follow Career Sessions wherever you’re listening to this.Check out the full series of “Career Sessions, Career Lessons” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available at https://pathwise.io/podcasts/kyle-austin-young.For more career guidance and resources, subscribe to my member community at https://pathwise.io/join-now/