Career Pivots, Gen Z, and the Future of Work - Jason Kuperman
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In this episode of Pivot Point: Strategy for Change, host Nik Michael sits down with Jason Kuperman, veteran growth executive, fractional CMO, and founder ofKuperman Advisors, for a powerful conversation about career reinvention, change, and leading through uncertainty. Jason shares how he transitioned from architecture into digital marketing, what he learned building a career duringthe rise of the internet, and why embracing change is often the key to long-term growth.
They also dive into the realities facing Gen Z in today’s workplace — including misconceptions about laziness, payingdues, attention, purpose, and the pressure to have all the answers in a rapidly changing world. Jason offers a thoughtful perspective on why younger professionals are often more focused on efficiency, meaning, and systems thatactually work, while also explaining how leaders can better coach and support them.
Whether you're questioning your career, leading a business through disruption, or simply wondering if the path you're on still reflects who you've become, this conversation is a powerful reminder that your greatest opportunities often begin the moment you're willing to rethink the plan.