Moses Singer ads

Many leaders still expect their teams to “leave it at the door.” But the reality is that people bring their whole lives with them to work, whether we acknowledge it or not. In this clip from the So Many Questions podcast, Lindsi Shine shares why understanding how your team is actually showing up each day isn’t a soft skill — it’s a management responsibility. When someone is at a “20 percent day,” she adjusts expectations, reallocates work, and makes room for real conversations about what’s getting in the way. It’s a simple practice that changes trust, communication, and performance inside any organization.

What does it look like when leaders admit they don’t have all the answers? Lindsi Shine, CEO of INsider NYC, discusses the power of leading with vulnerability. She shares with Moses Singer CEO, Rebecca Goodman-Stephens, how being honest with her team about her own limits creates trust, resilience, and a workplace where people don’t have to fake it.

What advice would the CEO of Insider NYC give to her younger self? In this clip from the latest episode of So Many Questions, Lindsi Shine reflects on the realization that strength and vulnerability can exist at the same time. She shares with Moses Singer, CEO, Rebecca Goodman-Stephens, that letting go of the pressure to be only one thing is what allows leaders to show up with real authenticity.

In this clip from So Many Questions, Lindsi Shine, CEO of Insider NY, shares why she tells her team that the only person they need to keep focused on is her. It helps them filter client reactions, stay confident in their work, and understand where accountability truly sits.

Leadership today requires more than expertise. It requires the ability to understand what your people are carrying with them every day. In this episode, Rebecca Goodman-Stephens and Lindsi Shine discuss how honest communication and genuine care strengthen teams, performance, and long-term loyalty. A valuable listen for leaders rethinking how culture is built.