Jen Cáceres
Stop, Drop & R.O.L.E.
Stop, Drop & R.O.L.E. (Reflect, Observe, Listen, Evolve) is a podcast designed to support you, the leader - with or without the title, at the intersection of work and home. Whether you're leading a team of 5, 500 or just yourself - each episode offers insight to making choices when the stakes are high and you can't afford uncertainty. Your host, Jen Cáceres - created Stop. Drop. and R.O.L.E. - a unique, six-step journey for coaching through every day decisions, taking healthier risks and getting out of your own way as a leader. She is a Gallup-certified CliftonStrengths and executive coach wit...
Author
Jen Cáceres
Category
Podcast website
Latest episode
Dec 16, 2025
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Episodes
Learning to Grow or Outgrow: Why Development Matters More Than Ever 04.11.2024 34:15
Are you stuck in a role where there’s no clear path for growth? Is it hard to communicate how and where you really want to develop? Do you find yourself lost with how to have a conversation with your manager about growing? In today’s episode, we dive into the world of learning and development at work, exploring real stories of organizations and professionals who passively considered learning and d...
Job Shift or Career Pivot? Facing the Fear and "Comfort" of Big Change 28.10.2024 29:19
Navigating the decision to change jobs or embark on a new career journey can be overwhelming, whether it’s for more meaning, better alignment, or simply to escape stagnation. In this episode, Jen unpacks the distinct differences between job and career changes, from skill shifts to mindset adjustments, and dives into the two main drivers that impact this decision: fear and comfort. Using the Stop....
The Future of New Clients in Sales 16.10.2024 23:07
In this episode of Stop. Drop. & R.O.L.E. , we focus on the evolving world of sales leadership and client relationships. With AI and emerging technologies reshaping how industries function, sales professionals must adapt to stay competitive. This episode is designed for sales leaders and those developing sales teams, providing practical coaching questions to rethink your approach to new client...
Navigating Uncertain Relationships: Personal & Professional 16.10.2024 27:45
In this episode of Stop. Drop. & R.O.L.E. , we dive into the complexities of relationships—whether at work or in your personal life. Have you ever struggled to figure out if a relationship is healthy or toxic? Perhaps you're noticing conflict at work with a colleague you once thought had your back. Or maybe you're evaluating whether someone in your personal life is good for your well-being. Th...
A Leader of People 16.10.2024 32:02
In this episode of Stop, Drop, & R.O.L.E. , we explore the journey of being a Leader of People . Jen shares insights from her years of executive coaching, discussing the unique challenges faced by new and seasoned managers alike. This episode covers key steps for transitioning from project leadership to people leadership, unpacking common leadership stereotypes, imposter syndrome, and ego-driv...
Introduction to Stop, Drop, and R.O.L.E.: Leadership, Life, and Putting Out Fires 16.10.2024 13:41
In this debut episode of Stop, Drop, and R.O.L.E. , your host, Jen Cáceres, introduces the six-step framework she designed to help leaders navigate personal and professional fires. From climbing the corporate ladder to making life-altering decisions as a caregiver, Jen shares the story behind leaving her HR executive role to becoming an entrepreneur and how that experience shaped her coaching appr...
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