What It Means to Work in Your Truest Way Featuring Deborah Anne Coviello

Deb Coviello, known as The Drop-In CEO™, has a superpower for lowering the temperature and elevating conversations with empathy and patience. As a speaker, author, podcaster, and consultant, she teaches C-Suite leaders how to establish a Lift, Light, Lead environment and create calm amidst chaos or crisis.

She is the author of The CEO’s Compass: Your Guide to Get Back on Track and The New CEO Playbook: Stop Chasing Results and Start Pursuing Peace of Mind. Her long-running podcast, The Drop-In CEO, is in the top 1.5% globally among Apple Podcasts.

In today’s episode of Smashing the Plateau, you will learn how to find your sweet spot as an entrepreneur and make better decisions to build a fulfilling and sustainable business.

Deb and I discuss:

1. How Deb’s business has evolved over seven years [02:26]
2. What differentiates the Drop-In CEO approach [03:43]
3. How to find the intersection of what you love, what you’re good at, and who you serve [06:17]
4. The three qualifiers for career fulfillment [08:46]
5. Why we look for external validation and what to do instead [10:12]
6. How to flip your priorities to make better decisions [11:41]
7. The differences between corporate and entrepreneurial decision making [13:49]
8. How to build feedback loops as a business owner [17:05]
9. Advice for someone earlier in their entrepreneurial journey [20:50]

Learn more about Deb at her:

Website: https://dropinceo.com

Linkedin: https://www.linkedin.com/in/deborahacoviello/

Drop in CEO Podcast: https://podcasts.apple.com/us/podcast/the-drop-in-ceo/id1498953914?ls=1

Facebook: https://www.facebook.com/IlluminationPartnersLLC/

Twitter: https://x.com/DropinCEO

Instagram: https://www.instagram.com/dropinceo/

YouTube: https://bit.ly/47GgMdn

The CEOs Compass Your Guide to Get Back on Track on Amazon: https://bit.ly/OrderCEOCompass

Free Gift: https://dropinceo.com/gift

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About Smashing the Plateau

Smashing the Plateau is a podcast for experienced independent leaders who have left corporate roles to build sustainable, expertise-based businesses.

Each episode features a thoughtful, experience-driven conversation about what changes when you no longer have the infrastructure of an organization behind you.

We explore judgment, decision-making under uncertainty, growth plateaus, identity shifts, and the role of trusted thinking partners in sustaining long-term success.

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