Jackson Solway – Cofounder, Job Portraits

Learn how leading luxury bike trips set Jill up to lead hiring as Airbnb scaled from 150 to 4,000 employees.

How to transition out of a CEO role gracefully and how to adapt your management to individual needs.

Finding execs who live company values and setting strong boundaries — just two of many insights from 25 years in People and HR leadership.

Rewriting the stories we tell ourselves about what it means to be a leader and a founder.

The difference between building robots and building teams, and how to empower more leaders by leading yourself first.

Learning to regulate strong emotions can make you a better leader—but feeling deeply can also be a superpower that helps you build relationships and connect with your drive and passion, as we hear in this conversation with my long-term friend Margaret Schoelwer.

Learning that your greatest strength—which is core to how you understand yourself—is also your greatest weakness is not easy. There are many leaders who would have refused to take that feedback and plowed on without changing course. But not Sander, as you’ll learn from our conversation.

For my first episode, it just made sense I'd interview my cofounder and husband Jackson Solway. Job Portraits is the second company we've run together and Jackson's 4th leadership role—reaching all the way back to his time as editor and publisher of his college paper. We discuss his evolution from command-and-control to a nuanced idea of empowerment, and why "what to do next" is his superpower but can also be a curse.

It can be lonely at work for someone with all the feels. A quick message from Leading By Example creator Miki Johnson about the (rather personal) impetus for this podcast.