If you’re measuring your career by titles, you might be missing the point. At least that’s what Jeff Saperstein would say—and after 50 years across advertising, nonprofits, academia, and coaching, he’s earned the right to say it.
In a recent Business Schooled episode, Jeff shared a truth that doesn’t show up in business textbooks: our mindsets, shaped by upbringing, culture, and yes—even guilt—have as much influence on our professional lives as any degree or certification.
He isn’t talking about guilt in the criminal sense. Instead, it’s that quiet internal narrative many of us carry: “I’m not good enough,” “I don’t belong here,” or “I have to prove myself.” Left unexamined, that narrative can steer us toward burnout, conflict, or missed opportunities.
What’s the antidote? Emotional intelligence. A willingness to look inward. And a shift from defining yourself by your job title to seeing your career as a collection of evolving skills and relationships.
Jeff encourages building “T-shaped” capabilities—deep expertise in one area, paired with the emotional and collaborative range to work across teams and cultures. He also underscores the importance of environment: Do you resonate with the people in your company? Do they model the kind of success you want?
And perhaps most importantly: Are you paying attention to what actually brings you joy?
Jeff’s own career path wasn’t linear. But in hindsight, he discovered that the common thread was conversation—listening, understanding, and helping others connect their stories. That became his True North. The earlier you find yours, the better.
So here’s the real career advice: Don’t just follow the ladder. Follow what feels purposeful—and bring enough self-awareness to pivot when needed.
What mindsets are you carrying into your work today?