Episode 229: How to Make Leadership a Habit, with Habituelle Founder, Jessi Sheridan

“Habituelle is rooted in the belief that leadership isn’t a title—it’s how we show up, again and again.”

~ Jessi Sheridan, Founder of Habituelle

When you think of habits, what comes to mind?

Often, when we think of a habit, it's in a critical way--as in a bad habit we want to break.

But Habituelle founder Jessi Sheridan believes that making something a habit is a positive way to create powerful, lasting change.

In this episode of the Brilliantly Resilient podcast, Jessi Sheridan shares how her approach to leadership grew from the belief that leadership is a habit--one that can be cultivated with small, intentional practices that reflect who women truly are—rather than conforming to systems designed by someone else. To begin her practice, Jessi asks the question, “What is the impact I want to have?” which serves as a daily reset for leaders seeking purpose and alignment in both their personal and professional lives.

Jessi's approach also aligns with the Brilliantly Resilient practice of taking imperfect action while not being married to outcomes. She didn’t start with a fully formed plan; instead, she moved forward with curiosity, reflection, and imperfect action. Much like resilience itself, Jessi's path evolved step by step, grounded in consistent habits and guided by values. Her reminder that women are often “climbing a ladder built by and for someone else” challenges us to redefine success and build our own structure for growth.

Here at Brilliantly Resilient, we know the power of imperfect action, especially when it aligns with our values. By staying grounded in values, we are able to, in Jessi's words, "take up more space” releasing perfectionism and embracing the art of being present. In this way, we design our own habits of leadership, providing a personal path for growth.

Learn more about Jessi and Habituelle here, and listen to this week's Brilliantly Resilient podcast for more of Jessi's wisdom. Be sure to listen for these additional bits of Billiance:

1. “Leadership is a habit—something we practice daily through small, intentional choices.”

2. “I always ask myself, ‘What is the impact I want to have?’ That question keeps me grounded and focused.”

3. “So many women find themselves climbing a ladder that was built by and for someone else.”

4. “We need to take up more space—not just physically, but in our voices, our ideas, and the way we lead.”

5. “Habituelle is rooted in the belief that leadership isn’t a title—it’s how we show up, again and again.”

6. “I didn’t come to this work with a fully formed plan. It evolved slowly, with each imperfect step.”

7. “Perfection isn’t the goal—consistency is. Leadership and growth happen through repetition and reflection.”

8. “Resilience isn’t about avoiding failure—it’s about learning, adjusting, and trying again with intention.”

9. “When we lead from authenticity instead of expectation, we make space for brilliance to emerge naturally.”

Let's be Brilliantly Resilient together!

XO,

Mary Fran