What business challenges are you facing in your IT environment right now? Start by taking our free IT Health Check at https://freeithealth.com to uncover potential risks and improvement areas.
Connect with Justin: LinkedIn: https://www.linkedin.com/in/justin-itee-walker/ Instagram: https://www.instagram.com/justiniteewalker Facebook: https://www.facebook.com/multiversetechnologypodcast
In this episode, executive coach and former dermatology PA Kasey D’Amato breaks down what it really means to lead with both data and emotional intelligence. She shares how 20 years in clinical practice, launching three businesses, and serving as a fractional chief of staff shaped her “head–heart–gut” decision framework and her philosophy of self-leadership before team leadership. Kasey and Justin explore emotional weight, burnout, resilience, and why knowing your own Polaris point is essential if you want to build a business, a career, and a life that actually aligns with who you are.
Kasey also walks through her four leadership quadrants (industry, business, self, team) and offers practical ways founders and senior leaders can build support systems, “three whos,” and coaching relationships so they stop feeling alone at the top. If you’ve ever felt trapped in your role, misaligned with a leader above you, or unclear on what you truly want, this conversation will help you get honest, grounded, and moving again.
Connect with : Kasey Linkedin: https://www.linkedin.com/in/kaseydamato/ Website: https://www.kaseydamato.com/
Chapters 00:00 – Intro & who is Kasey D’Amato? 02:30 – From dermatology PA to entrepreneur and advisor 03:50 – The emotional weight leaders secretly carry 05:15 – The head–heart–gut decision-making framework explained 08:00 – Why emotional intelligence matters even more in the age of AI 09:20 – Self-leadership vs team and industry leadership (4 quadrants) 11:20 – Knowing what you actually want: your Polaris point 13:40 – Resilience, obstacles, and navigating your emotional state 16:10 – When you don’t align with your leader (and what to do) 19:00 – Building your “three whos” and support systems as a founder 22:10 – Fractional chief of staff: what it is and who it helps 26:10 – You’re not stuck and you’re not alone: reframing your story 30:00 – Where to find Kasey & final thoughts on being human
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