Ep 96: Understanding Your Ideal Client: The Key to Entrepreneurial Success with Catharine O'Leary
Wed Jul 30 2025
In this episode of The School of Healing, host Dominiece Clifton sits down with Catharine O'Leary to explore her powerful transition from a corporate career to purpose-driven entrepreneurship. Catharine shares how understanding your ideal client, leaning into personal development, and aligning with your passion are key to long-term success. Together, they unpack the mindset shifts required for growth, the importance of community and connection, and how real transformation happens when you listen deeply—to yourself and to those you serve. This conversation is a must-listen for entrepreneurs craving clarity, confidence, and connection on their journey.
Key Takeaways
Personal development is crucial for entrepreneurs to navigate challenges.Making a decision to explore new opportunities can lead to growth.It's essential to find passion in your work to achieve success.Checking all the boxes doesn't guarantee happiness or fulfillment.Misalignment in business can signal the need for change.Entrepreneurship requires resilience and the ability to adapt.Success is often a long journey, not an overnight achievement. Entrepreneurship is 90% mindset, 10% strategy.Understanding your clients is key to creating effective offerings.Clarity in messaging beats creativity.Real-time conversations with clients provide invaluable insights.
About Catharine O'Leary
Catharine O’Leary has spent over 30 years helping businesses like Apple, Pepsi, and Blackberry unlock growth by leveraging client intelligence. As the founder of the Client Intelligence Agency (CIA), she ensures businesses gather and act on real-time insights to align with their clients, build loyalty, and stay ahead of market shifts.
Known for her no-nonsense, results-focused approach, Catharine helps businesses avoid missed opportunities by using client intelligence to fuel innovation, drive growth, and build lasting relationships. When you understand your clients better, you make smarter decisions—and unlock sustainable success.
Connect with Catharine O'Leary
Email: Catharine@catharineoleary.com
Free Tool -- Ideal Client AI Toolkit
Connect with Catharine on Instagram
Connect with Catharine on LinkedIn
Support the show
IMPORTANT LINKS AND RESOURCES:
Discover Where You Are Getting Stuck In Your Business, By Taking My Free 3-minute quiz: https://confusionloop.com/ Women Entrepreneurs, schedule your free Clarity Call here Learn more about Move And Still's service offerings: https://movexstill.com/ CONNECT WITH DOM:
Learn about Transformation YOUniversity, my 12-week biz coaching program for women entrepreneurs at https://domrclifton.com/coaching-for-women/ IG - @DominieceRClifton LI- Dominiece R. Clifton Email me: hello@movexstill.com A GIFT FOR YOU!
Don’t forget to subscribe, rate, and review the show on Apple Podcasts to be entered into a drawing to receive my new book FREE! I will be picking one winner monthly. Just send me the screenshot at hello@movestill.com to enter.
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In this episode of The School of Healing, host Dominiece Clifton sits down with Catharine O'Leary to explore her powerful transition from a corporate career to purpose-driven entrepreneurship. Catharine shares how understanding your ideal client, leaning into personal development, and aligning with your passion are key to long-term success. Together, they unpack the mindset shifts required for growth, the importance of community and connection, and how real transformation happens when you listen deeply—to yourself and to those you serve. This conversation is a must-listen for entrepreneurs craving clarity, confidence, and connection on their journey. Key Takeaways Personal development is crucial for entrepreneurs to navigate challenges.Making a decision to explore new opportunities can lead to growth.It's essential to find passion in your work to achieve success.Checking all the boxes doesn't guarantee happiness or fulfillment.Misalignment in business can signal the need for change.Entrepreneurship requires resilience and the ability to adapt.Success is often a long journey, not an overnight achievement. Entrepreneurship is 90% mindset, 10% strategy.Understanding your clients is key to creating effective offerings.Clarity in messaging beats creativity.Real-time conversations with clients provide invaluable insights. About Catharine O'Leary Catharine O’Leary has spent over 30 years helping businesses like Apple, Pepsi, and Blackberry unlock growth by leveraging client intelligence. As the founder of the Client Intelligence Agency (CIA), she ensures businesses gather and act on real-time insights to align with their clients, build loyalty, and stay ahead of market shifts. Known for her no-nonsense, results-focused approach, Catharine helps businesses avoid missed opportunities by using client intelligence to fuel innovation, drive growth, and build lasting relationships. When you understand your clients better, you make smarter decisions—and unlock sustainable success. Connect with Catharine O'Leary Email: Catharine@catharineoleary.com Free Tool -- Ideal Client AI Toolkit Connect with Catharine on Instagram Connect with Catharine on LinkedIn Support the show IMPORTANT LINKS AND RESOURCES: Discover Where You Are Getting Stuck In Your Business, By Taking My Free 3-minute quiz: https://confusionloop.com/ Women Entrepreneurs, schedule your free Clarity Call here Learn more about Move And Still's service offerings: https://movexstill.com/ CONNECT WITH DOM: Learn about Transformation YOUniversity, my 12-week biz coaching program for women entrepreneurs at https://domrclifton.com/coaching-for-women/ IG - @DominieceRClifton LI- Dominiece R. Clifton Email me: hello@movexstill.com A GIFT FOR YOU! Don’t forget to subscribe, rate, and review the show on Apple Podcasts to be entered into a drawing to receive my new book FREE! I will be picking one winner monthly. Just send me the screenshot at hello@movestill.com to enter.